188481-44-9

Usage

Uses

Used in Pharmaceutical Industry:
(R)-A-HYDROXY-3-THIOPHENEACETONITRILE is used as a building block for the synthesis of various pharmaceuticals and fine chemicals. Its unique structure allows it to be a key component in the creation of new drugs and therapeutic agents.
Used in Organic Synthesis:
(R)-A-HYDROXY-3-THIOPHENEACETONITRILE is utilized as a reagent in organic synthesis, contributing to the formation of complex organic molecules that are vital in a range of applications.
Used in Agrochemical Production:
(R)-A-HYDROXY-3-THIOPHENEACETONITRILE is employed as an intermediate in the production of agrochemicals, playing a crucial role in the development of pesticides and other agricultural chemicals that enhance crop protection and yield.
Used in Biologically Active Compounds Synthesis:
(R)-A-HYDROXY-3-THIOPHENEACETONITRILE is used as an intermediate for synthesizing biologically active compounds, which have potential applications in medicine and other life sciences.
Used in Materials Science:
(R)-A-HYDROXY-3-THIOPHENEACETONITRILE finds applications in the field of materials science, where its properties can be harnessed to develop new materials with specific characteristics for various uses.

Upstream product

• 498-62-4 3-thiophene carboxaldehyde 
• 151-50-8 potassium cyanide 
• 74-90-8 hydrogen cyanide 
• 773837-37-9 sodium cyanide 

Relevant academic research and scientific papers

A simple separation method for (S)-hydroxynitrile lyase from cassava and its application in asymmetric cyanohydrination

Using an acetone precipitation method, crude (S)-hydroxynitrile lyase [(S)-MeHNL] was separated from Munihot esculenta (cassava) leaves, and used directly as biocatalyst to catalyze asymmetric cyanohydrination and produce cyanohydrins with enantiomeric purities (≥90% ee) significantly greater than those previously reported. The use of a water/i-Pr2O system with an enzyme, NaCN, and appropriate amounts of acetic acid is crucial in improving the stereoselectivity of cyanohydrin formation by minimizing the non-enzymatic reaction and the racemization of the chiral products. The proposed isolation method for crude (S)-MeHNL has a high value because of its simplicity, and low cost as well as the high activity of the crude (S)-MeHNL.

Stereoselective synthesis of thienyl and furyl analogues of ephedrine

The stereoselective syntheses of thienyl and furyl analogues of ephedrine starting from (R)- and (S)-cyanohydrins, respectively, are described. Addition of methyl Grignard to the O-trimethylsilyl protected optically active cyanohydrins (R)- and (S)-3 and hydrogenation of the resulting imino intermediates gives the erythro-2-amino alcohols 4 with high diastereoselectivity. Their reductive methylation leads to the enantiomerically pure thiophene analogues (1S,2S)- and (1R,2R)-6a, (1R,2S)- and (1S,2R)-6b as well as to the furan analogues (1S,2S)-6c and (1R,2S)-6d of ephedrine, The biological activity of the new compounds is under investigation.

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.