174754-56-4

Usage

Uses

Used in Pharmaceutical Industry:
(S)-A-HYDROXY-3-THIOPHENEACETONITRILE is used as an intermediate in the synthesis of pharmaceutical compounds for its unique structural features and potential biological activities. Its chiral nature allows for the development of enantiomer-specific drugs, which can exhibit different pharmacological effects.
Used in Agrochemical Industry:
In the agrochemical sector, (S)-A-HYDROXY-3-THIOPHENEACETONITRILE serves as a key building block in the creation of agrochemicals, such as pesticides and herbicides. Its specific stereochemistry may contribute to the selectivity and efficacy of these compounds in controlling pests and weeds.
Used in Organic Synthesis:
(S)-A-HYDROXY-3-THIOPHENEACETONITRILE is utilized as a versatile synthetic building block in the preparation of various organic compounds. Its thiophene ring and nitrile group can be further modified or functionalized to access a wide range of target molecules for applications in materials science, catalysis, and other areas.
Research and Development:
The specific properties and applications of (S)-A-HYDROXY-3-THIOPHENEACETONITRILE are currently under investigation and development in various fields of research and industry. Ongoing studies aim to explore its potential in new areas, such as drug discovery, materials development, and chemical synthesis.

Upstream product

• 498-62-4 3-thiophene carboxaldehyde 
• 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.

Enzyme catalysed formation of (S)-cyanohydrins derived from aldehydes and ketones in a biphasic solvent system

By employing a vigorously stirred two phase system aqueous buffer/organic solvent and using the hydroxynitrile lyase from Hevea brasiliensis as biocatalyst enantiopure (S)-cyanohydrins from aliphatic, unsaturated, aromatic and heteroaromatic aldehydes and methyl alkyl and methyl phenyl ketones are obtained in high yield and in general 98-99% enantiomeric excess.

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.

Ueber die erste rekombinante Hydroxynitril-Lyase und ihre Anwendung in der Synthese von (S)-Cyanhydrinen

Keywords: Asymmetrische Synthesen; (S)-Cyanhydrine; Enzymkatalyse; Lyasen