203253-68-3

Basic information

• Product Name: 2-Bromo-propionic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester
• Synonyms: 2-Bromo-propionic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester
• CAS NO: 203253-68-3
• Molecular Weight: 367.326
• Mol File: 203253-68-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-Bromo-propionic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-propionic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester(203253-68-3)
• EPA Substance Registry System: 2-Bromo-propionic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester(203253-68-3)

Safety Data

• Hazardous Substances Data: 203253-68-3(Hazardous Substances Data)

Upstream product

• 65253-04-5 (-)-8-phenylmenthol 
• 563-76-8 α-bromopropionyl bromide 

Relevant articles and documents

Asymmetric induction in Darzens condensation by means of (-)-8-phenylmenthyl and (-)-menthyl auxiliaries

Asymmetric Darzens condensation of benzaldehyde and various ketones has been investigated. The condensation of acetophenone, propiophenone and symmetric ketones with (-)-8-phenylmenthyl halogenoacetates 3a,b afforded the corresponding glycidic esters cis-12, cis-13 and 15-19 in 77-96% de, respectively, as the major products. Aza-Darzens condensation between N-benzylideneaniline and 3a occurred to give the trans-aziridine 21 as the major isomer in >85% de. The stereochemistry of the major diastereoisomers of cis-12 and 18 was confirmed by their conversion into the known optically active diols 22 and 24. The configuration of the major product of cis-12 was determined to be 2R,3R and that of 18 to be 2R. The geometric and disastereofacial selectivities were understandable in terms of the open-chain or non-chelated antiperiplanar transition state model in the initial aldol-type reaction.