13511-30-3

Upstream product

• 64-17-5 ethanol 
• 10421-85-9 2-chloromandelic acid 
• 66985-47-5 2-chloro-α-[(trimethylsilyl)oxy]benzeneacetonitrile 
• 1398179-33-3 o-chlorophenyldiazoacetic acid ethyl ester 
• 40061-54-9 2-chlorophenylacetic acid ethyl ester 
• 89-98-5 2-chloro-benzaldehyde 

Downstream Products

• 2856-79-3 ethyl α-bromo-2-chlorophenylacetate 
• 421545-87-1 ethyl 2-(2-chlorophenyl)-2-hydroxyacetate 
• 62123-75-5 ethyl 2-(2-chlorophenyl)-2-oxoacetate 
• 10421-85-9 (S)-2-chloromandelic acid 
• 10421-85-9 (R)-2-chloromandelic acid 
• 871836-58-7 ethyl 2-chloromandelate 

Relevant academic research and scientific papers

Exploiting Cofactor Versatility to Convert a FAD-Dependent Baeyer–Villiger Monooxygenase into a Ketoreductase

Cyclohexanone monooxygenases (CHMOs) show very high catalytic specificity for natural Baeyer–Villiger (BV) reactions and promiscuous reduction reactions have not been reported to date. Wild-type CHMO from Acinetobacter sp. NCIMB 9871 was found to possess an innate, promiscuous ability to reduce an aromatic α-keto ester, but with poor yield and stereoselectivity. Structure-guided, site-directed mutagenesis drastically improved the catalytic carbonyl-reduction activity (yield up to 99 %) and stereoselectivity (ee up to 99 %), thereby converting this CHMO into a ketoreductase, which can reduce a range of differently substituted aromatic α-keto esters. The improved, promiscuous reduction activity of the mutant enzyme in comparison to the wild-type enzyme results from a decrease in the distance between the carbonyl moiety of the substrate and the hydrogen atom on N5 of the reduced flavin adenine dinucleotide (FAD) cofactor, as confirmed using docking and molecular dynamics simulations.

Boron-Catalyzed O-H Bond Insertion of α-Aryl α-Diazoesters in Water

A catalytic, metal-free O-H bond insertion of α-diazoesters in water in the presence of B(C6F5)3·nH2O (2 mol %) was developed, affording a series of α-hydroxyesters in good to excellent yields. The reaction features easy operation and wide substrate scope, and importantly, no metal is needed as compared with the conventional methods. Significantly, this approach further expands the applications of B(C6F5)3 under water-tolerant conditions.

CeCl3·7H2O: An effective additive in ru-catalyzed enantioselective hydrogenation of aromatic α-ketoesters

(Chemical Equation Presented) In the presence of catalytic amounts of CeCl3·7H2O, [RuCl(benzene)(S)-SunPhos]Cl is a highly effective catalyst for the asymmetric hydrogenation of aromatic α-ketoesters. A variety of ethyl α-hydroxy-α-arylacetates have been prepared in up to 98.3% ee with a TON up to 10 000. Challenging aromatic α-ketoesters with ortho substituents are also hydrogenated with high enantioselectivities. The addition of CeCl3·7H2O not only improves the enantioselectivity but also enhances the stability of the catalyst. The ratio of CeCl3·7H2O to [RuCl(benzene)(S)-SunPhos]Cl plays an important role in the hydrogenation reaction with a large substrate/catalyst ratio.

THE METHOD OF MAKING OPTICALLY ACTIVE 2-CHLOROMANDELIC ACID ESTERS AND 2-CHLOROMANDELIC ACIDS BY ENZYMATIC METHOD

The present invention relates to process for the preparation of optically active 2-chloromandelic acid esters represented by the general formula 2 and optically active 2-chloromandelic acids represented by the general formula 2 which are used intensively as important chiral intermediates. In more detail, this invention relates to the process for preparing optically active 2-chloromandelic acid esters and optically active 2-chloromandelic acids by stereospecific hydrolysis of racemic 2-chloromandelic acid ester using lipases or lipase-producing microorganisms in the aqeous phase or organic phase including aqeous solvent. The method of making optically active 2-chloromandelic aicd esters and their acids is usful in the practical process because production of seperation of compounds with high optical purity are easy.