139657-79-7

Basic information

• Product Name: (2R,3R)-4,4,4-Trifluor-3-hydroxy-2-phenylbuttersaeure-ethylester
• CAS NO: 139657-79-7
• Molecular Weight: 262.229
• Mol File: 139657-79-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2R,3R)-4,4,4-Trifluor-3-hydroxy-2-phenylbuttersaeure-ethylester(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R)-4,4,4-Trifluor-3-hydroxy-2-phenylbuttersaeure-ethylester(139657-79-7)
• EPA Substance Registry System: (2R,3R)-4,4,4-Trifluor-3-hydroxy-2-phenylbuttersaeure-ethylester(139657-79-7)

Safety Data

• Hazardous Substances Data: 139657-79-7(Hazardous Substances Data)

Upstream product

• 591-51-5 phenyllithium 
• 100164-03-2 (R,R)-3-Trifluormethyloxiran-2-carbonsaeure-ethylester 
• 85571-85-3 ethyl (3R)-4,4,4-trifluoro-3-hydroxybutanoate 

Relevant articles and documents

Preparation and Reactions of Ethyl (R,R)- and (S,S)-3-Trifluoromethyloxirane-2-carboxylate, a Versatile, Easily Accessible CF3-Containing Building Block for Synthesis

A facile three-step route has been elaborated leading from 4,4,4-trifluoro-3-oxobutanoate to the trifluoro glycidic ester 1 mentioned in the title (0.1-mole scale).Reactions with azide (--> 4, 5) and with organometallic compounds such as cuprates (--> 3, 6), lithium (--> 7, 8), and magnsium derivatives (--> 9-11) furnish novel enantiomerically pure trifluoromethyl-substituted carboxylic esters, ketones, diols, and epoxy alcohols.The latter ones undergo selective isomerizations by Payne rearrangement (11 --> 12) in aqueous NaOH/acetone or tert-butyl alcohol. Key Words: Glycidic esters / Oxiranecarboxylic esters / Threonine / allo-Threonine / Epoxy alcohols / Flustrates / Payne rearrangement