Can You Really Do Chemisty Experiments About (2S,3S)-Butane-2,3-diol

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Application of 19132-06-0, Catalysts function by providing an alternate reaction mechanism that has a lower activation energy than would be found in the absence of the catalyst. In some cases, the catalyzed mechanism may include additional steps.In a article, 19132-06-0, molcular formula is C4H10O2, introducing its new discovery.

(R)- and (S)-Tricyclo<6.4.0.04,9>dodecane

The title compounds 6 have been prepared from rac. 1,4-dihydroxytricyclo<6.4.0.04,9>dodecane-7,10-dione (1).In this way the diastereomeric thioacetals 3 made from (-)-(R,R)-2,3-butanedithiol (2) could be separated by chromatography as well as was transformed into the pure enantiomers of 6. (S)-configuration was predicted for (-)-1 from its positive CD at 300 nm.This could be proved by X-ray diffraction analysis with abnormal dispersion of the diastereoisomer of 3 with the smaller RF value, which yields (-)-1 on hydrolysis.The relatively high rotation = 30 of6is explained by steric twisting.

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Reference£º
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

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Relative and absolute stereochemistry of secondary/secondary diols: Low-temperature 1H NMR of their bis-MPA esters

Comparison of the room- and low-temperature 1H NMR spectra of the bis-(R)- or bis-(S)-MPA ester derivative of an open chain sec,sec-1,2-diol allows the easy determination of its relative stereochemistry and in some cases absolute configuration. If the diol is anti, its absolute configuration can be directly deduced from the signs of DeltadeltaT1T2 for substituents R1/R2, but if the relative stereochemistry of the diol is syn, the assignment of its absolute configuration requires the preparation of two derivatives (both the bis-(R)- and bis-(S)-MPA esters), comparison of their room-temperature 1H NMR spectra, and calculation of the DeltadeltaRS-signs for the methines Halpha(R 1) and Halpha(R2) and R1/R2 protons. The reliability of these correlations is validated with 17 diols of known absolute configuration used as model compounds.

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Reference£º
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

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Enantioselective hydrolysis of aryl, alicyclic and aliphatic epoxides by Rhodotorula glutinis

Enantioselective epoxide hydrolysis by yeasts has been demonstrated for the hydrolysis of several aryl, alicyclic and aliphatic epoxides by a strain of Rhodotorula glutinis. High enantioselectivity was obtained in the hydrolysis of methyl substituted aryl and aliphatic epoxides whereas selectivity towards terminal epoxides in all cases was lower. Homochiral vicinal diols were formed from several methyl substituted epoxides and also from meso epoxides. Kinetic resolution of trans-1-phenyl-1,2-epoxypropane was studied in more detail.

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Reference£º
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

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A new sulfenylation reagent, 3-phenylsulfenyl-2-(N- cyanoimino)thiazolidine, and its optically active version

We have developed a new sulfenylation reagent, 3-phenylsulfenyl-2-(N- cyanoimino)thiazolidine 3, that is readily available and stable upon storage. Compound 3 easily reacts with amines or thiols to give the corresponding sulfenamides or asymmetrical disulfides in excellent yields. It was also found that the alpha-sulfenylation reaction of carbonyl compounds with 3 proceeds smoothly. Furthermore, optically active 4-diphenylmethyl derivative 4 was synthesized as an asymmetric sulfenylation reagent, which realized 96% e.e. upon alpha-sulfenylation of a cyclic beta-keto ester.

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Reference£º
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

More research is needed about 19132-06-0

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Transition-Metal-Catalyzed Asymmetric Organic Synthesis via Polymer-Attached Optically Active Phosphine Ligands. 6. Asymmetric Hydrogenation with Polymer Catalysts Containing Optically Active Pendent Alcohols

Three acrylate comonomers, (S,S), (R,R) and racemic 1-methyl-2-hydroxypropyl acrylate (7a-c), were prepared from the corresponding isomers of 2,3-butanediol.The acrylates were copolymerized with ethylene dimethacrylate and N-acryloyl-(2S,4S)-4-(diphenylphosphino)-2-<(diphenylphosphino)methyl>pyrrolidine (8) to give cross-linked resins containing phosphinopyrrolidines and optically active alcohols.Polymers containing the 4,5-bis<(diphenylphosphino)methyl>-1,3-dioxolane unit (DIOP) were prepared by copolymerizing acrylates 7a-c with ethylene dimethacrylate and 2-p-styryl-4,5-bis<(tosyloxy)methyl>-1,3-dioxolane (1) and treating the polymers with an excess of sodium diphenylphosphide.Exchange of Rh(I) onto these polymers provided catalysts that hydrogenated 2-acetamidoacrylic acid in tetrahydrofuran.The enantiomeric excesses obtained with the polymer-bound catalysts varied with the structure of the pendent alcohol, suggesting the participation of the polymer-bound alcohol at the catalyst site to provide an alcohol-like environment.A difference in enantiomeric excess (ee) was noted when catalysts containing either R or S alcohols were used.

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Reference£º
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

Final Thoughts on Chemistry for (2S,3S)-Butane-2,3-diol

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Chemoenzymatic preparation of (2S,3S)- and (2R,3R)-2,3-butanediols and their esters from mixtures of d,l- and meso-diols

An efficient method of preparing the pure enantiomers of 2,3-butanediol from commercially available mixtures of the d,l- and meso-isomers was developed. It furnished (2S,3S)-2,3-butanediol with >99% e.e. and a >99.5/0.5 diastereomeric ratio and (2R,3R)-2,3-butanediol in 95% e.e. and >95/<5 diastereomeric ratio. Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. Product Details of 19132-06-0, If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 19132-06-0, in my other articles.

Reference£º
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

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Helicity induction in a bichromophore: A sensitive and practical chiroptical method for absolute configuration determination of aliphatic alcohols

(equation presented) A practical method for the determination of the absolute configuration of aliphatic secondary alcohols, based on the circular dichroism of the readily available N-(1,8-naphthaloyl)-2-aminobenzoyl (NAB) derivative, is presented. The origin of the induced Cotton effects is traced by ab initio calculations to the dominant helicity of the NAB pi-electron system.

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Reference£º
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

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Electric Literature of 19132-06-0, Because a catalyst decreases the height of the energy barrier, its presence increases the reaction rates of both the forward and the reverse reactions by the same amount.19132-06-0, Name is (2S,3S)-Butane-2,3-diol, molecular formula is C4H10O2. In a article£¬once mentioned of 19132-06-0

Cooperativity in chiroptical sensing with dendritic zinc porphyrins

Zinc porphyrin-appended dendrimers, 12PZn, 18PZn, 24PZn, and 36PZn, containing 12, 18, 24, and 36 zinc porphyrin units, respectively, were synthesized using zinc porphyrin dyad (2PZn) and triad (3PZn) as precursors. Although these dye-functionalized dendrimers all serve as chiroptical sensors for an asymmetric bipyridine (RR- and SS-Py2), the sensing capability is highly dependent on the structure of the dendritic scaffold. 2PZn, which is chiroptically silent toward Py2, turns cooperative and displays a large ICD (induced circular dichroism) response in the visible region when incorporated into 12PZn. Judging from the extents of contribution of each zinc porphyrin unit to the CD amplitudes ([Deltaepsilonmax]), the cooperativity in 24PZn (112 M-1 cm-1) is lower than that in 12PZn (196 M-1 cm-1) and much lower in dendron 4PZn (59 M-1 cm-1). In contrast, 3PZn, which is ICD-active toward Py2, hardly shows such an enhanced cooperativity when incorporated into 18PZn and 36PZn and dendron 6PZn, as well. Absorption spectroscopy suggests some unique conformational characteristics of the zinc porphyrin units in highly cooperative 12PZn. Copyright

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Reference£º
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

Discovery of (2S,3S)-Butane-2,3-diol

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Structural, spectroscopic, and computational characterization of the cleavage product of dimolybdenum(II) core under aerobic conditions

Full characterization of the adduct isolated in crystalline form from a solution of tetrakis(mu-trifluoroacetato) dimolybdenum(II) and (2S,3S)-butane-2,3-diol is reported herein. For this purpose X-ray crystallographic, spectroscopic, and computational methods were conducted. The single crystal X-ray diffraction analysis clearly indicates the cleavage of the MoMo quadruple bond in the chiral complex initially formed in situ after mixing the components. Cleavage product 2 shows two coordinated, symmetrically unequivalent (2S,3S)-butane-2,3-diol ligands associated with one Mo atom with different MoO bond lengths and MoOC bond angles. This inequivalence most likely reflects the engagement of the coordinated butanediol ligands in an intermolecular hydrogen bonding interaction with solvating butanediol molecules leading to the formation of an infinite helical chain pattern. Density functional theory (DFT) and time-dependent DFT calculations were used to provide support for the proposed structural assignment of 2 in acetonitrile and chloroform solutions, which were made on the basis of experimental CD and NMR results. Additional studies under anaerobic conditions have shown that the cleavage of the quadruple MoMo bond takes place only under aerobic conditions. Thus, it has been demonstrated that the changes in the shapes of the ECD curves observed over time are associated with spontaneous, air-oxidative cleavage of the quadruple MoMo bond and conversion of the Mo(II) to Mo(VI) centers.

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Reference£º
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 new application about 19132-06-0

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Manipulating the stereoselectivity of limonene epoxide hydrolase by directed evolution based on iterative saturation mutagenesis

Limonene epoxide hydrolase from Rhodococcus erythropolis DCL 14 (LEH) is known to be an exceptional epoxide hydrolase (EH) because it has an unusual secondary structure and catalyzes the hydrolysis of epoxides by a rare one-step mechanism in contrast to the usual two-step sequence. From a synthetic organic viewpoint it is unfortunate that LEH shows acceptable stereoselectivity essentially only in the hydrolysis of the natural substrate limonene epoxide, which means that this EH cannot be exploited as a catalyst in asymmetric transformations of other substrates. In the present study, directed evolution using iterative saturation mutagenesis (ISM) has been tested as a means to engineer LEH mutants showing broad substrate scope with high stereoselectivity. By grouping individual residues aligning the binding pocket correctly into randomization sites and performing saturation mutagenesis iteratively using a reduced amino acid alphabet, mutants were obtained which catalyze the desymmetrization of cyclopentene-oxide with stereoselective formation of either the (R,R)- or the (S,S)-diol on an optional basis. The mutants prove to be excellent catalysts for the desymmetrization of other meso-epoxides and for the hydrolytic kinetic resolution of racemic substrates, without performing new mutagenesis experiments. Since less than 5000 tranformants had to be screened for achieving these results, this study contributes to the generalization of ISM as a fast and reliable method for protein engineering. In order to explain some of the stereoselective consequences of the observed mutations, a simple model based on molecular dynamics simulations has been proposed.

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Reference£º
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