111946-63-5

Upstream product

• 108-05-4 vinyl acetate 
• 50353-47-4 phenyl acetaldehyde cyanohydrin 
• 108-24-7 acetic anhydride 
• 84569-94-8 (S)-2-acetoxy-3-phenylpropanoyl chloride 
• 122-78-1 phenylacetaldehyde 
• 106863-50-7 (S)-(-)-2-hydroxy-3-phenylpropanenitrile 
• 101914-83-4 Acetic acid (S)-1-carbamoyl-2-phenyl-ethyl ester 

Downstream Products

• 101817-23-6 2-((S)-1-Acetoxy-2-phenyl-ethyl)-thiazole-4-carboxylic acid ethyl ester 
• 105224-66-6 2-((S)-1-Hydroxy-2-phenyl-ethyl)-thiazole-4-carboxylic acid methyl ester 
• 101817-22-5 Acetic acid (S)-2-phenyl-1-thiocarbamoyl-ethyl ester 

Relevant academic research and scientific papers

Enzymatic kinetic resolution of racemic cyanohydrins via enantioselective acylation

Enzymatic kinetic resolution of a series of aromatic and aliphatic cyanohydrins in organic media has been investigated. The behavior of potential lipases, molecular sieves, acyl reagent, reaction temperature, and organic solvents on the kinetic resolution was studied. The influence of substrate structure, steric, and electronic nature and position of the aryl substituent on the enantioselectivity was discussed. Under the optimized reaction conditions, good enantioselectivity could be achieved for most of the investigated compounds. Specifically, substrates 1a, 1c, 1d, 1f, 1u could be resolved with the kinetic enantiomer ratio (E) higher than 200.

Kinetic resolution of cyanohydrins via enantioselective acylation catalyzed by lipase PS-30

By using lipase PS-30 as catalyst, the kinetic resolution of a series of racemic cyanohydrins has been achieved via enantioselective acylation. The values of kinetic enantiomeric ratio (E) reached up to 314. Substituent effect is also briefly discussed.

Preparation of optically active cyanohydrins using the (S)-hydroxynitrile lyase from Hevea brasiliensis

Several aliphatic, aromatic and heteroaromatic aldehydes have been converted into the chiral cyanohydrins using the (S) hydroxynitrile lyase from Hevea brasiliensis. The corresponding cyanohydrins were obtained in moderate to good yield and high enantiomeric excess with the exeption of phenyloxyacetaldehyde, benzyloxyacetaldehyde and the pyrrole-, pyridine- and indolealdehydes investigated. In contrast to previously reported results, cinnamaldehyde could be converted into (S)-(-)-2-hydroxy-4-phenyl-(E)-but-3- enenitrile with good selectivity by means of optimized reaction conditions.