118466-98-1

Basic information

• Product Name: O-[(2S)-hydroxy-3-nitropropanoyl]-(1'R,2'S,5'R)-8'-phenylmenthol
• Synonyms: O-[(2S)-hydroxy-3-nitropropanoyl]-(1'R,2'S,5'R)-8'-phenylmenthol
• CAS NO: 118466-98-1
• Molecular Weight: 349.427
• Mol File: 118466-98-1.mol

Chemical Properties

• CAS DataBase Reference: O-[(2S)-hydroxy-3-nitropropanoyl]-(1'R,2'S,5'R)-8'-phenylmenthol(CAS DataBase Reference)
• NIST Chemistry Reference: O-[(2S)-hydroxy-3-nitropropanoyl]-(1'R,2'S,5'R)-8'-phenylmenthol(118466-98-1)
• EPA Substance Registry System: O-[(2S)-hydroxy-3-nitropropanoyl]-(1'R,2'S,5'R)-8'-phenylmenthol(118466-98-1)

Safety Data

• Hazardous Substances Data: 118466-98-1(Hazardous Substances Data)

Upstream product

• 75-52-5 nitromethane 
• 84312-20-9 (1R,3R,4S)-8-phenylmenthyl glyoxylate 
• 108794-12-3 <1R-(1α,2β,5α)>-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl dihydroxyacetate 

Downstream Products

• 118466-99-2 (S)-3-Amino-2-triethylsilanyloxy-propionic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester 
• 726173-25-7 O-[3-amino-(2S)-t-butyldimethylsilyloxypropanoyl]-(1'R,2'S,5'R)-8'phenylmenthol 

Relevant articles and documents

Highly diastereoselective nitroaldol reactions with chiral derivatives of glyoxylic acid

N-Glyoxyloyl-(2R)-bornane-10,2-sultam (1a) and (1R)-8-phenylmenthyl glyoxylate (1b) react stereoselectively with simple nitroalkanes giving diastereomeric nitroalcohols with high asymmetric induction. The glyoximide 1a is proved to be a highly efficient chiral inducer, superior to glyoxylate 1b. In all cases, the absolute configuration (2S) and relative configuration, syn for the major diastereoisomers, were confirmed.

Highly diastereoselective Henry reaction of nitro compounds with chiral derivatives of glyoxylic acid

N-Glyoxyloyl-(2R)-bornane-10,2-sultam and (1R)-8-phenylmenthyl glyoxylate react stereoselectively with simple nitro compounds giving diastereoisomeric nitroalcohols with high asymmetric induction. N-Glyoxyloyl-(2R)-bornane-10,2- sultam 1a is shown to be a

ENANTIOSELECTIVE SYNTHESIS OF OPTICALLY PURE S-ISOSERINE

KF-promoted addition of nitromethane on (-)-8-phenylmethyl glyoxylate monohydrate affords, after one purification, optically pure (-)S isoserine in about 50percent yield.