Chiral oxygen ligands

A common heterocyclic compound, 24621-61-2,(S)-Butane-1,3-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. 24621-61-2

(S)-(+)-Butane-1 ,3-diol (3.00 mmol, 0.270 g) was added to a stirred solution of imidazole (5.99 mmol, 0.41 g) and tert-butyldimethylsilyl chloride (3.00 mmol, 0.45 g) at room temperature. After six hours at room temperature water (50 mL) was added and extracted twice with dichloromethane (20 mL). The combined organic extracts were washed with brine, dried (sodium sulfate) and concentrated in vacuo to yield (S)-4- (tert-butyldimethylsilyloxy)butan-2-ol (0.654 g).

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,24621-61-2,(S)-Butane-1,3-diol,its application will become more common.

Reference£º
Patent; N.V. ORGANON; MAN de,, Adrianus Petrus Antonius; REWINKEL,, Johannes Bernardus Maria; JANS,, Christiaan Gerardus Johannes Maria; RAAIJMAKERS,, Hans Cornelis Andreas; WIJKMANS,, Jacobus Cornelis Henricus Maria; WO2011/95556; (2011); 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.

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

538-58-9 A common heterocyclic compound, 538-58-9,1,5-Diphenylpenta-1,4-dien-3-one, 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: General procedure: A mixture of 8a (70.3 mg, 0.3 mmol) and 1a (172.2 mg, 0.36 mmol) in DMSO (2.0 mL) was stirred under nitrogen atmosphere for 5 min at room temperature. Then DBU (0.065 mL, 0.45 mmol), followed by DMSO (1 mL), was added and the resulting mixture was heated to 80 C in N2 atmosphere. After the reaction was complete, the mixture was filtered through a thin layer (30 mm) of silica gel (100-200 mesh) and washed with DCM. The filtrate was concentrated under reduced pressure and the residue was purified by flash chromatography (PE/EtOAc=60/1) to afford 11a (72.1 mg, 76%).

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,538-58-9,1,5-Diphenylpenta-1,4-dien-3-one,its application will become more common.

Reference£º
Article; Shu, Zhen-Cao; Zhu, Jian-Bo; Liao, Saihu; Sun, Xiu-Li; Tang, Yong; Tetrahedron; vol. 69; 1; (2013); p. 284 – 292;,
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, 538-58-9,1,5-Diphenylpenta-1,4-dien-3-one, 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. 538-58-9

General procedure: A mixture of divinyl ketone (0.5 mmol), indolin-2-one (0.6 mmol)and cesium carbonate (0.5 mmol) in methylene chloride (5 mL) wasstirred at room temperature for the appropriate time. Then the resultingmixture was extracted with ethyl acetate (2 ¡Á 5 mL). The combinedorganic layers were dried over anhydrous magnesium sulfate andconcentrated under reduced pressure. The residues were isolated bycolumn chromatography using petroleum ether and ethyl acetate (v/v5 : 1) as eluent to give the pure product.2,6-Diphenylspiro[cyclohexane-1,3?-indoline]-2?,4-dione (2a): Whitesolid; m.p. 216-218 C; 1H NMR (600 MHz, CDCl3): delta 8.70 (s, 1H),7.23-7.20 (m, 3H), 7.00-6.95 (m, 6H), 6.90 (d, J = 7.3 Hz, 2H), 6.72 (t,J = 7.6 Hz, 1H), 6.56 (d, J = 7.7 Hz, 1H), 6.21 (d, J = 7.6 Hz, 1H), 3.96(t, J = 14.3 Hz, 1H), 3.80 (dd, J = 14.0, 3.7 Hz, 1H), 3.69 (t, J = 6.0 Hz,1H), 3.62 (dd, J = 16.1, 6.0 Hz, 1H), 2.99 (dd, J = 16.1, 5.9 Hz, 1H),2.72 (dd, J = 15.8, 3.4 Hz, 1H); 13C NMR (150 MHz, CDCl3): delta 211.4,180.9, 140.2, 139.9, 138.0, 130.0, 129.3, 128.2, 128.1, 128.0, 127.9,127.4, 127.2, 125.9, 121.4, 109.3, 56.0, 46.6, 45.5, 42.7, 41.9; Anal.calcd for C25H21NO2: C, 81.72; H, 5.76; N, 3.81; found: C, 81.66; H,5.78; N, 3.80%.

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,538-58-9,1,5-Diphenylpenta-1,4-dien-3-one,its application will become more common.

Reference£º
Article; Li, Zheng; Li, Jiasheng; Yang, Jingya; Journal of Chemical Research; vol. 41; 3; (2017); p. 168 – 171;,
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, 24621-61-2,(S)-Butane-1,3-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. 24621-61-2

e) (S)-4-Triisopropylsilanvloxv-butan-2-olTriethylamine (1.173 g) is added dropwise to a solution of 2.246 g triisopropylchlorosilaneand 1 g (S)-(+)-1,3-butanediol in 15 ml of dry tetrahydrofuran. The mixture is stirred for 48hours at room temperature, then is diluted with 400 ml of tert-butyl methyl ether and washedrespectively with 30 mM N HCI, 50 ml water and 50 ml of brine. The organic phase is dried(sodium sulphate), filtered and evaporated to dryness. The residue is purified by means offlash column chromatography (SiO2 60F) to provide the title compound as a colorless oil.Rf = 0.31 (EtOAc- heptane 1:5).

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,(S)-Butane-1,3-diol,24621-61-2,its application will become more common.

Reference£º
Patent; SPEEDEL EXPERIMENTA AG; WO2006/5741; (2006); A2;,
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, 538-58-9,1,5-Diphenylpenta-1,4-dien-3-one, 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. 538-58-9

General procedure: To a stirred solution of indole 1a (59 mg, 0.5 mmol) and chalcone 2a (115 mg, 0.55 mmol) in MeCN (2.0mL) was added a solution of Br2 (0.00077 mL) in MeCN (0.5 mL), and the mixture was stirred for 7.0 h at 50 C. After 1a was consumed, as indicated by TLC, the reaction mixture was quenched with saturated aqueous Na2S2O3 (0.2mL) and water (10.0 mL), and extracted with CH2Cl2 three times. The residue obtained after evaporation of the solvent was purified by column chromatography on silica gel (petroleum ether-ethyl acetate = 30:1, v/v) to afford adduct 3a as a white solid (151 mg, 93% yield)., 538-58-9

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,538-58-9,1,5-Diphenylpenta-1,4-dien-3-one,its application will become more common.

Reference£º
Article; Liang, Deqiang; Li, Xiangguang; Zhang, Wanshun; Li, Yanni; Zhang, Mi; Cheng, Ping; Tetrahedron Letters; vol. 57; 9; (2016); p. 1027 – 1030;,
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, 538-58-9,1,5-Diphenylpenta-1,4-dien-3-one, 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. 538-58-9

General procedure: To a solution of DVK 1 (0.2 mmol) and active methylene 2 (0.24 mmol) was addedt-Bu-P2 (10uL, 10 mol%) via a micro syringe at room temperature. The reactionmixture was stirred for 2-24 h as indicated in Table 2. The solvent was then removedin vacuo and the crude product was purified by flash chromatography on silica gel(PE/EA = 15:1-10:1) to give the desired product 3., 538-58-9

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,538-58-9,1,5-Diphenylpenta-1,4-dien-3-one,its application will become more common.

Reference£º
Article; Li, Yang-Guo; Zhang, Yang; Du, Guang-Fen; Gu, Cheng-Zhi; He, Lin; Letters in Organic Chemistry; vol. 16; 1; (2019); p. 76 – 80;,
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, 24621-61-2,(S)-Butane-1,3-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. 24621-61-2

Triethylamine (1.173 g) is added dropwise to a solution of 2.246 g triisopropylchlorosilane and 1 g (S)-(+)-1,3-butanediol in 15 ml of dry tetrahydrofuran. The mixture is stirred for 48 hours at room temperature, then is diluted with 400 ml of tert-butyl methyl ether and washed respectively with 30 ml 1N HCl, 50 ml water and 50 ml of brine. The organic phase is dried (sodium sulphate), filtered and evaporated to dryness. The residue is purified by means of flash column chromatography (SiO2 60F) to provide the title compound as a colorless oil. Rf=0.31 (EtOAc-heptane 1:5).

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,24621-61-2,(S)-Butane-1,3-diol,its application will become more common.

Reference£º
Patent; Herold, Peter; Mah, Robert; Stutz, Stefan; Tschinke, Vincenzo; Schumacher, Christoph; Stojanovic, Aleksandar; Jotterand, Nathalie; Behnke, Dirk; US2007/167433; (2007); 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, 538-58-9,1,5-Diphenylpenta-1,4-dien-3-one, 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. 538-58-9

General procedure: Method A: A mixture of appropriate derivatives of both 1,3-diaryl-2-propen-1-ones (1.0 equiv.) and aryl hydrazine (1.1 equiv.) was taken in a 100mL round-bottomed flask in 95% ethanol (25mL). Addition of a drop of H2SO4 initiated the precipitation. The reaction mixture was refluxed for 3 to 5h and cooled to room temperature to form precipitate in most of the cases. The residue was filtered, washed with water and dried under vacuum. In some cases where precipitate was not observed after cooling to room temperature, water was added to obtain precipitate.

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1,5-Diphenylpenta-1,4-dien-3-one,538-58-9,its application will become more common.

Reference£º
Article; Ananthnag, Guddekoppa S.; Adhikari, Adithya; Balakrishna, Maravanji S.; Catalysis Communications; vol. 43; (2014); p. 240 – 243;,
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