82129-02-0

Upstream product

• 7677-24-9 trimethylsilyl cyanide 
• 39515-51-0 3-Phenoxybenzaldehyde 

Downstream Products

• 66637-86-3 3-phenoxymandelic acid 
• 39515-47-4 2-hydroxy-2-(3-phenoxyphenyl)acetonitrile 
• 83403-42-3 ethyl 2-hydroxy-2-(3-phenoxyphenyl)acetate 
• 82129-03-1 ethyl 1-hydroxy-1-(3-phenoxyphenyl)methanecarboximidate hydrochloride 
• 82129-04-2 5-(3-phenoxyphenyl)oxazolidine-2,4-dione 
• 113301-28-3 O-acetyl-(S)-2-hydroxy-2-(3-phenoxyphenyl)acetonitrile 
• 126641-87-0 O-acetyl-(R)-2-hydroxy-2-(3-phenoxyphenyl)acetonitrile 

Relevant academic research and scientific papers

Microporous aluminoborates with large channels: Structural and catalytic properties

Channel zapping: PKU-1 and newly synthesized PKU-2 (Al2B 5O9(OH)3·n H2O; see picture) possess microporous structures with 18-ring and 24-ring channels, respectively. They show high reactivity and size

Hydroxynitrile Lyase Isozymes from Prunus communis: Identification, Characterization and Synthetic Applications

Biocatalysts originating from Badamu (Prunus communis) have been applied to catalyze the asymmetric synthesis of (R)-4-methylsulfanylmandelonitrile, a key building block of thiamphenicol and florfenicol. Here, four hydroxynitrile lyase (HNL) isozymes from Badamu were cloned and heterologously expressed in Pichia pastoris. The biochemical properties and catalytic performances of these isozymes were comprehensively explored to evaluate their efficiency and selectivity in asymmetric synthesis. Among then, PcHNL5 was identified with outstanding activity and enantioselectivity in asymmetric hydrocyanation. Under the optimized mild biphasic reaction conditions, seventeen prochiral aromatic aldehydes were converted to valuable chiral cyanohydrins with good yields (up to 94%) and excellent optical purities (up to >99.9% ee), which provide a facile access to numerous chiral amino alcohols, hypoglycemic agents, angiotension converting enzyme (ACE) inhibitors and β-blockers. This work therefore underlines the importance of discovering the most potent biocatalyst among a group of isozymes for converting unnatural substrates into value-added products. (Figure presented.).

Perfectly green organocatalysis: Quaternary ammonium base triggered cyanosilylation of aldehydes

Quaternary ammonium bases, such as aqueous (CH3)4NOH, were found to be an extraordinarily efficient catalyst for cyanosilylation of aldehydes. The addition reaction of trimethylsilyl cyanide (TMSCN) to equivalent aldehydes could proceed smoothly with turnover frequency (TOF) up to 3000000 h-1 and in near 100% yield under solvent-free conditions. These organic catalysts also tolerated various aldehydes including aromatic, aliphatic and α,β-unsaturated aldehydes. This process perfectly conforms to the features of green chemistry: no waste regarding side-products and unconverted reactants, solvent-free, excellent catalytic activity, and no requirement for separation.

Structural aspects of nucleation inhibitors for diastereomeric resolutions and the relationship to Dutch resolution

You say you want a resolution: Nucleation inhibitors for the resolution of diastereomers by selective crystallization have been designed and tested. The resolution of racemic 3-methoxyphenylethylamine was optimized with (S)-mandelic acid as the resolving agent (see scheme). Multifunctional inhibitors are particularly effective. (Chemical Equation Presented).

Asymmetric cyanosilylation of aldehydes catalyzed by novel organocatalysts

A novel proline-based N,N′-dioxide, which is easily prepared from inexpensive chemicals, serves as an effective catalyst for enantioselective cyanosilylation of aldehydes in up to 73% ee. Georg Thieme Verlag Stuttgart.

Solvent-free synthesis of cyanohydrin derivatives catalysed by triethylamine

A very simple one-step environmentally friendly procedure for the synthesis of O-substituted cyanohydrins from aldehydes and ketones, in the absence of solvent, employing minimum amounts of the corresponding cyanides has been optimised. Aldehydes react more rapidly than ketones using triethylamine as catalyst offering in both cases almost quantitative yields of the corresponding O-trimethylsilyl, O-methoxycarbonyl, O-benzoyl and O-acetyl cyanohydrins. Georg Thieme Verlag Stuttgart.

Enzymatic Preparation of Optically Active Cyanohydrin Acetates

A series of cyanohydrin acetates (1)-(47) of widely varying structures, potential chiral building blocks for numerous synthetic applications, has been prepared in good chemical and often high optical yields by enzymatic hydrolysis of their racemic acetates in the presence of an ester hydrolase from Pseudomonas sp.

Hypoglycemic 5-substituted oxazolidine-2,4-diones

Hypoglycemic 5-phenyl and 5-naphthyl oxazolidine-2,4-diones and the pharmaceutically-acceptable salts thereof; certain 3-acylated derivatives thereof; a method of treating hyperglycemic animals therewith; and intermediates useful in the preparation of said compounds.