Category: 4254-15-3

4254-15-3 A common heterocyclic compound, 4254-15-3,(S)-Propane-1,2-diol, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Example 33 : (2R, 75R)-2-[(l-Aminoisoquinolin-6-yl)amino]-8-fluoro-7- {[(25)-l- hydroxypropan-2-yl]oxy } -4, 15,20-trimethyl- 13 -oxa-4, 1 1- diazatricyclo[14.2.2.16, 10]henicosa-l(18),6,8, 10(21), 16, 19-hexaene-3, 12-dione; trifluoroacetic acid [00356] To a solution of (s)-(+)-l,2-propanediol (2.0 g, 26.3 mmol) in DMF (5 mL) was added TBS-C1 (5.94 g, 39.4 mmol) and imidazole (2.147 g, 31.5 mmol). The reaction was stirred at 25 ¡ãC for 18 h. The reaction mixture was partitioned between ethyl acetate and sat. ammonium chloride. The organic phase was washed with sat. ammonium chloride and brine, dried (MgS04) and concentrated in vacuo. The crude product was purified by flash chromatography to give 33A (4.0 g, 80percent yield) as a colorless oil. 33B: (5)-Benzyl 2-((l-((tert-butyldimethylsilyl)oxy)propan-2-yl)oxy)-3-fluoro-5- nitrobenzyl(methyl)carbamate [00357] To a solution of 27B (400 mg, 1.197 mmol), 33A (251 mg, 1.316 mmol) and triphenylphosphine (345 mg, 1.316 mmol) in THF (10 mL) at 0 ¡ãC, was added DIAD (0.256 mL, 1.316 mmol) dropwise. The reaction mixture was allowed to slowly warm to rt and stirred for 16 h, then was concentrated. The crude product was purified by flash chromatography (0 to 40percent ethyl acetate/hexanes) to give 33B (577 mg, 1.139 mmol, 95percent yield) as colorless oil. MS (ESI) m/z: 507.1 [M+1]+. H MR (400 MHz, chloroform-d) delta ppm 7.78 – 7.94 (2 H, m) 7.27 – 7.43 (5 H, m) 5.17 (2 H, d, J=20.1 Hz) 4.46 – 4.74 (3 H, m) 3.65 – 3.81 (2 H, m) 2.97 (3 H, d, J=15.8 Hz) 1.31 (3 H, t, J=7.0 Hz) 0.81 (9 H, d, J=7.0 Hz) -0.05 – 0.04 (6 H, m) rotamers. 33C: (S)-4-((l-((tert-Butyldimethylsilyl)oxy)propan-2-yl)oxy)-3-fluoro-5- ((methylamino)methyl)aniline [00358] To a degassed solution of 33B (573 mg, 1.131 mmol) in MeOH (10 mL), was added 10percent Pd-C (50 mg, 0.047 mmol). The mixture was evacuated and flushed with H2 (3X), then was stirred under an atmosphere of H2 for 8 h. The mixture was filtered and concentrated to give 33C (382 mg, 1.115 mmol, 99percent yield) as a pale brown oil. MS (ESI) m/z: 343.1 [M+l]+. PI MR (400 MHz, chloroform-d) delta ppm 6.40 (1 H, d, J=1.8 Hz) 6.33 (1 H, dd, J=12.5, 2.8 Hz) 4.20 (1 H, sxt, J=5.7 Hz) 3.62 – 3.79 (4 H, m) 3.53 (2 H, br. s.) 2.40 (3 H, s) 1.25 (3 H, d, J=6.3 Hz) 0.89 (9 H, s) 0.05 (6 H, s). 33D: tert-Butyl N- {6-[({[(5-amino-2- { [(25)- l-[(tert-butyldimethylsilyl)oxy]propan-2- yl]oxy } -3 -fluorophenyl)methyl](methyl)carbamoyl} ( {4-[(2R)- 1 -hydroxypropan-2-yl]-3 – methylphenyl} )methyl)amino]isoquinolin- 1 -yl} -N-[(tert-butoxy)carbonyl]carbamate [00359] To Intermediate 5 (100 mg, 0.515 mmol), Intermediate 1 (185 mg, 0.515 mmol), and glyoxylic acid monohydrate (47.4 mg, 0.515 mmol), were added DMF (6.00 mL) and acetonitrile (6 mL). The mixture was stirred at 80 ¡ãC for 1 h, then was cooled to rt. To the mixture were added sequentially 33C (201 mg, 0.587 mmol), DMF (6.00 mL), TEA (0.215 mL, 1.546 mmol) and BOP (251 mg, 0.567 mmol). The reaction mixture was stirred at rt for 1 h, then was diluted with H20 and extracted with EtOAc (3X). The extract was washed with brine, dried ( a2S04) and concentrated. The crude product was purified by flash chromatography (1 to 15percent MeOH/methylene chloride) to give 33D (422 mg, 0.474 mmol, 92percent yield) as an orange foam. MS (ESI) m/z: 890.3 [M+l]+. H MR: complicated due to presence of diastereomers and amide rotamers. Example 33 [00360] To a solution of 33D (417 mg, 0.468 mmol) in dichloromethane (10 mL) and acetonitrile (5 mL) at 0 ¡ãC, was added phosgene (20percent in toluene, 0.243 mL, 0.492 mmol) dropwise. The mixture was stirred at 0 ¡ãC for 20 min, then was removed from the cooling bath and bubbled with Ar for 20 min. This mixture was added dropwise via a syringe pump into a solution of TEA (0.392 mL, 2.81 mmol) in dichloromethane (190 mL) over 5 h. The reaction mixture was allowed to stir at rt for 11 h, and then concentrated. The crude product was purified by flash chromatography (1 to 15percent MeOH/methylene chloride) to give a mixture of diastereoisomers. The diastereomers were separated by a prep chiral HPLC (R,R-Whelk-0 column 21.1 x 250 mm). The desired fractions were combined and concentrated. The residue was treated with TFA (4 mL) for 15 min. The reaction mixture was concentrated and purified by prep HPLC to give Example 33 (52.9 mg, 0.074 mmol, 31.4percent yield) white solid. MS (ESI) m/z: 602.2 [M+l]+. NMR (400 MHz, methanol-d4) delta ppm 8.05 (1 H, d, J=9.3 Hz) 7.64 (1 H, dd, J=7.8, 1.8 Hz) 7.44 (1 H, d, J=7.8 Hz) 7.31 (1 H, d, J=7.0 Hz) 7.18 – 7.23 (2 H, m) 6.91 (1 H, d, J=7.3 Hz) 6.83 (1 H, d, J=2.3 Hz) 6.53 (1 H, dd, J=12.4, 2.4 Hz) 5.73 (1 H, s) 5.66 (1 H, br. s.) 5.37 (1 H, d, J=17.1 Hz) 4.65 (1 H, t, J=11.0 Hz) 4.27 – 4.38 (1 H, m, J=5.7, 5.7, 5.7, 5.7, 5.4 Hz) 4.06 (1 H, d, J=17.3 Hz) 3.96 (1 H, dd, J=10.8, 4.3 Hz) 3.63 (2 H, d, J=4.8 Hz) 3.43 – 3.55 (1 H, m) 3.27 (3 H, s) 2.34 (3 H, s) 1.30 (3 H, d, J=7.0 Hz) 1.27 (3 H, d, J=6.3 Hz). Analytical HPLC (low pH, 254 nM): Sunfir…

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4254-15-3,(S)-Propane-1,2-diol,its application will become more common.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; ZHANG, Xiaojun; GLUNZ, Peter W.; PRIESTLEY, Eldon Scott; JOHNSON, James, A.; WURTZ, Nicholas, Ronald; LADZIATA, Vladimir; WO2013/184734; (2013); A1;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

4254-15-3 A common heterocyclic compound, 4254-15-3,(S)-Propane-1,2-diol, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

General procedure: A 45percent solution of hydrogen bromide in acetic acid (33.0 g, 23.2 mL) was added dropwise over 10 min to 60.3 mmol optically active diol 4a-f with stirring and ice-cooling. The solution was stirred at 0 ¡ãC for 5 min, and next at room temperature for 45 min. Next, water (100 mL) was added, and the mixture was alkalized to pH 8 with solid Na2CO3. The solution was immediately extracted with ethyl ether (5 .x. 60 mL), and the combined extracts were dried over anhydrous Na2SO4. The ether was evaporated, and the product was distilled under reduced pressure or purified by silica gel column chromatography with gradient AcOEt-hexane 9:1.

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4254-15-3,(S)-Propane-1,2-diol,its application will become more common.

Reference£º
Article; Poterala, Marcin; Plenkiewicz, Jan; Tetrahedron Asymmetry; vol. 22; 3; (2011); p. 294 – 299;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

4254-15-3 A common heterocyclic compound, 4254-15-3,(S)-Propane-1,2-diol, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Example 29; N-r(2Z)-3-butviri.31thiazolor4.5-clpyridin-2(3H)-ylidenel-2-(r(2S)-2-hvdroxypropylloxyl-5 -(trifluoromethyl)benzamide; (S)-propane-l,2-diol (52 mg, 0.68 mmol) in THF (1 mL) was treated with NaH (60percent dispersion; 27 mg, 0.68 mmol) at room temperature for 20 minutes. The mixture was cooled to O0C and a solution of Example 2OB (90 mg, 0.23 mmol) in THF (1 mL) was added. The mixture was allowed to warm to room temperature, and stirred for 4 hours. The mixture was diluted with saturated aqueous NaHCO3 (20 mL) and extracted with ethyl acetate (2 x 30 mL). The combined organic extracts were dried over anhydrous Na2SO4, filtered, and concentrated. The residue was purified by column chromatography using an Analogix.(R). Intellifiash280 .(TM). (SiO2, 0-100 percent ethyl acetate in hexanes) to afford 19 mg (19percent) of the title compound. 1H NMR (500 MHz, CDCl3) delta ppm 1.04 (t, J=7.48 Hz, 3 H) 1.28 (d, J=6.41 Hz, 3 H) 1.47 – 1.59 (m, 2 H) 1.88 – 1.98 (m, 2 H) 3.87 (t, J=8.85 Hz, 1 H) 4.21 – 4.31 (m, 1 H) 4.35 (dd, J=9.15, 2.75 Hz, 1 H) 4.51 – 4.59 (m, 2 H) 7.12 (d, J=8.85 Hz, 1 H) 7.72 (dd, J=8.54, 2.14 Hz, 2 H) 8.51 (d, J=I.83 Hz, 2 H) 8.75 (s, 1 H); MS (DCI/NH3) m/z 454 (M+H)+., 4254-15-3

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,(S)-Propane-1,2-diol,4254-15-3,its application will become more common.

Reference£º
Patent; ABBOTT LABORATORIES; FROST, Jennifer, M.; LATSHAW, Steven, P.; DART, Michael, J.; CARROLL, William, A.; PEREZ-MEDRANO, Arturo; KOLASA, Teodozyj; PATEL, Meena; NELSON, Derek, W.; LI, Tongmei; PEDDI, Sridhar; WANG, Xueqing; LUI, Bo; WO2010/71783; (2010); A1;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

A common heterocyclic compound, 4254-15-3,(S)-Propane-1,2-diol, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route. 4254-15-3

Zu einer Loesung von 1.50 g (19.7 mmol) S-1, 2-Propandiol in 15 ml Dichlormethan werden 2.75 ml (19.7 mmol) Triethylamin, 0. 10 g (0. 8 MMOL) 4-N, N-Dimethylaminopyridin und 2. 97 G (19.7 mmol) tert. -Butyldimethylsilylchlorid gegeben. Die Reaktionsmischung wird fuer 16 h bei Raumtemperatur geruehrt. Anschliessend wird mit Dichlormethan verduennt und je zweimal mit Wasser, gesaettigter Ammoniumchlorid-Loesung und gesaettigter Natriumhydrogencarbonat-Loesung gewaschen. Die organische Phase wird ueber Natriumsulfat getrocknet und im Vakuum vom Loesungsmittel befreit. Der Rueckstand wird ohne weitere Reinigung in der naechsten Stufe eingesetzt. Ausbeute : 2.55 g, 80% Reinheit (54% d. Th.) GC/MS (Methode 6) : RT = 2.62 min., M/Z = 191 (M+H)+.

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4254-15-3,(S)-Propane-1,2-diol,its application will become more common.

Reference£º
Patent; BAYER HEALTHCARE AG; WO2004/80952; (2004); A1;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

A common heterocyclic compound, 4254-15-3,(S)-Propane-1,2-diol, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route. 4254-15-3

Compound I (1.5 gm, 3.8 mmol) was dissolved in MTBE (8 mL); the solution was slightly cloudy. To this was added (S)-1,2-propane diol[(S)-PG] (397 mg, 2 mL in MTBE). The reaction was stirred for five minutes; no solid was observed. Optionally, it is preferred, but not entirely necessary to add seed crystals (5 mg), at this stage, as is commonly known to one skilled in the art. Immediately cloudiness appeared and crystallization was observed. The reaction was stirred for 24 hr at room temperature, then filtered, and solid obtained was further dried in a desiccator at RT. A total of 1.10 gm complex was isolated. Mother liquor was cooled and an additional 0.5 gm complex was produced after drying. A total 1.55 gm (83percent) product was isolated.The seed crystals employed may be prepared by dissolving compound I in MTBE and treating the resulting solution with (S)-propylene glycol and proceeding as described above (without seeding) to form crystalline compound Ia.

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4254-15-3,(S)-Propane-1,2-diol,its application will become more common.

Reference£º
Patent; Bristol-Myers Squibb Company; US2008/287529; (2008); A1;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

4254-15-3 A common heterocyclic compound, 4254-15-3,(S)-Propane-1,2-diol, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

General procedure: A 45percent solution of hydrogen bromide in acetic acid (33.0 g, 23.2 mL) was added dropwise over 10 min to 60.3 mmol optically active diol 4a-f with stirring and ice-cooling. The solution was stirred at 0 ¡ãC for 5 min, and next at room temperature for 45 min. Next, water (100 mL) was added, and the mixture was alkalized to pH 8 with solid Na2CO3. The solution was immediately extracted with ethyl ether (5 .x. 60 mL), and the combined extracts were dried over anhydrous Na2SO4. The ether was evaporated, and the product was distilled under reduced pressure or purified by silica gel column chromatography with gradient AcOEt-hexane 9:1.

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4254-15-3,(S)-Propane-1,2-diol,its application will become more common.

Reference£º
Article; Poterala, Marcin; Plenkiewicz, Jan; Tetrahedron Asymmetry; vol. 22; 3; (2011); p. 294 – 299;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

A common heterocyclic compound, 4254-15-3,(S)-Propane-1,2-diol, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route. 4254-15-3

Under an atmosphere of argon, trifluoromethanesulfonic acid (485 muEpsilon; 822 mg; 5.47 mmol; 5.0 eq) was added dropwise at 0-5¡ãC (ice/brine bath) to a solution of l-[2-chloro-4-(4-chlorophenoxy)phenyl]-2-(5- fluoroimidazol-l-yl)ethanone (400 mg ; 1.09 mmol) and (2S)-propane-l,2-diol (3.33 g; 43.8 mmol; 40.0 eq) in anhydrous toluene (3.0 mL). The resulting mixture was allowed to warm up to room temperature, then refluxed for 20h. Thereafter the reaction mixture was allowed to cool down to room temperature, diluted with ethyl acetate, washed with saturated aqueous sodium bicarbonate, the combined organic layers were – – dried (MgSO i) and concentrated to dryness in vacuo. The residue was purified by chromatography over silica gel, eluted with a mixture of dichloromethane/methanol (100:0 to 90: 10). Evaporation of the solvents in vacuo afforded 271 mg (54percent) of l-[[2-[2-chloro-4-(4-chlorophenoxy)phenyl]-4-methyl-l,3-dioxolan-2- yl]methyl]-5-fluoro-imidazole (approx. 59:41 mixture of diastereoisomers) as a colourless solid. MS (ESI): 423.1 ([M+H]+)

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,(S)-Propane-1,2-diol,4254-15-3,its application will become more common.

Reference£º
Patent; BAYER CROPSCIENCE AKTIENGESELLSCHAFT; BAYER AKTIENGESELLSCHAFT; COQUERON, Pierre-Yves; BERNIER, David; GENIX, Pierre; MILLER, Ricarda; NAUD, Sebastien; WITTROCK, Sven; BRUNET, Stephane; KENNEL, Philippe; MEISSNER, Ruth; WACHENDORFF-NEUMANN, Ulrike; GOeRTZ, Andreas; (104 pag.)WO2018/60088; (2018); A1;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

A common heterocyclic compound, 4254-15-3,(S)-Propane-1,2-diol, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route. 4254-15-3

The four (4) step reaction sequence starting from 103-1 and 103-2 (prepared as shown from S-(+)-1,2-propanediol (103-0)) provided Boc-T103a in a very good overall yield of 85%. The alternatively protected analogue Ddz-T103a was prepared using the same procedure with an overall yield of 55% [1.4 g Ddz(2RMe)opy18 was obtained starting from 1 g (5.8 mmol) of 103-1]. Synthesis of the Boc-T103b stereoisomer proceeds similarly, but starting from R-(-)-1,2-propanediol.TLC: Rf: 0.3 (100% EtOAc)

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4254-15-3,(S)-Propane-1,2-diol,its application will become more common.

Reference£º
Patent; Tranzyme Pharma Inc.; US2008/194672; (2008); A1;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

A common heterocyclic compound, 4254-15-3,(S)-Propane-1,2-diol, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route. 4254-15-3

Triethylamine was added to methylene chloride solution of (2S)-propane-1,2-diol, and then methylene chloride solution of p-toluenesulfonyl chloride was added thereto at -20C and stirred at room temperature for 18 hours to obtain (2S)-2-hydroxypropyl-4-methylbenzene sulfonate. MS(+): 231

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,(S)-Propane-1,2-diol,4254-15-3,its application will become more common.

Reference£º
Patent; Astellas Pharma Inc.; EP1619185; (2006); A1;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

A common heterocyclic compound, 4254-15-3,(S)-Propane-1,2-diol, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route. 4254-15-3

Under an atmosphere of argon, trifluoromethanesulfonic acid (485 muEpsilon; 822 mg; 5.47 mmol; 5.0 eq) was added dropwise at 0-5¡ãC (ice/brine bath) to a solution of l-[2-chloro-4-(4-chlorophenoxy)phenyl]-2-(5- fluoroimidazol-l-yl)ethanone (400 mg ; 1.09 mmol) and (2S)-propane-l,2-diol (3.33 g; 43.8 mmol; 40.0 eq) in anhydrous toluene (3.0 mL). The resulting mixture was allowed to warm up to room temperature, then refluxed for 20h. Thereafter the reaction mixture was allowed to cool down to room temperature, diluted with ethyl acetate, washed with saturated aqueous sodium bicarbonate, the combined organic layers were – – dried (MgSO i) and concentrated to dryness in vacuo. The residue was purified by chromatography over silica gel, eluted with a mixture of dichloromethane/methanol (100:0 to 90: 10). Evaporation of the solvents in vacuo afforded 271 mg (54percent) of l-[[2-[2-chloro-4-(4-chlorophenoxy)phenyl]-4-methyl-l,3-dioxolan-2- yl]methyl]-5-fluoro-imidazole (approx. 59:41 mixture of diastereoisomers) as a colourless solid. MS (ESI): 423.1 ([M+H]+)

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4254-15-3,(S)-Propane-1,2-diol,its application will become more common.

Reference£º
Patent; BAYER CROPSCIENCE AKTIENGESELLSCHAFT; BAYER AKTIENGESELLSCHAFT; COQUERON, Pierre-Yves; BERNIER, David; GENIX, Pierre; MILLER, Ricarda; NAUD, Sebastien; WITTROCK, Sven; BRUNET, Stephane; KENNEL, Philippe; MEISSNER, Ruth; WACHENDORFF-NEUMANN, Ulrike; GOeRTZ, Andreas; (104 pag.)WO2018/60088; (2018); A1;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate