122874-29-7

Upstream product

• 39834-40-7 trans-2-bromo-1,2,3,4-tetrahydronaphthalen-1-ol 
• 39637-99-5 (S)-(+)-2-methoxy-2-trifluoromethyl-2-phenylacetyl chloride 
• 20445-33-4 (R)-methoxytrifluoromethylphenylacetyl chloride 
• 80522-73-2 (-)-(1R,2R)-trans-2-bromo-1-(2-methoxy-2-phenyl-2-trifluoromethylacetoxy)-1,2,3,4-tetrahydronaphthalene 
• 80522-79-8 (+)-(1S,2S)-trans-2-bromo-1-(2-methoxy-2-phenyl-2-trifluoromethylacetoxy)-1,2,3,4-tetrahydronaphthalene 
• 122874-28-6 (1R,2R)-trans-1-<<(+)-2-methoxy-2-phenyl-2-(trifluoromethyl)acetyl>oxy>-2-bromo-1,2,3,4-tetrahydronaphthalene 
• 122874-27-5 (1S,2S)-trans-1-<<(+)-2-methoxy-2-phenyl-2-(trifluoromethyl)acetyl>oxy>-2-bromo-1,2,3,4-tetrahydronaphthalene 

Downstream Products

• 17180-88-0 (-)-(1S,2R)-naphthalene 1,2-oxide 
• 17180-88-0 (1R,2S)-(+)-naphthalene 1,2-oxide 

Relevant academic research and scientific papers

Nonempirical Confirmations of the Absolute Configuration of (+)-α-Methoxy-α-(trifluoromethyl)phenylacetic Acid

The absolute configuration of the widely used chiral derivatizing agent α-methoxy-α-(trifluoromethyl)phenylacetic (MTPA) acid has been unambiguously determined through the use of two independent, nonempirical methods as R and S for the (+)- and (-)-enanti

A General Method for the Resolution of Cyclic trans-Bromohydrin Enantiomers. Absolute Configuration by Crystal Structure Analysis of a 2-Methoxy-2-phenyl-2-trifluoromethylacetate (MTPA) Diastereoisomer

trans-Bromohydrins of 1,2,3,4-tetrahydronaphthalene (1a), 1,2,3,4-tetrahydroanthracene (1b), and 1,2,3,4-tetrahydrophenanthrene (1c) and (1d) were isolated in optically pure forms by reductive cleavage of the corresponding 2-methoxy-2-phenyl-2-trifluoromethylacetate (MTPA) diastereoisomers (2a-d) which had been separated by preparative h.p.l.c.Using reactions with established mechanisms and stereochemistry, the configurations at the chiral centres in the bromohydrins (1) were correlated with those in the tetrahydroepoxides (5), the arene oxides (7), and cis- (3) and trans- (4) tetrahydrodiols.An X-ray structure analysis of the 1,2,3,4-tetrahydroanthracene bromo-MTPA ester (+)-(2bE) indicated the trans equatorial quasi-equatorial conformation and confirmed the absolute stereochemistry of the MTPA group as (S).

AN IMPROVED METHOD FOR THE SYNTHESIS OF OPTICALLY PURE EPOXIDE AND ALCOHOL DERIVATIVES OF CHIRAL BROMOHYDRINS

The resolution of arene oxides, diols and other derivatives of bromohydrins has been markedly improved by the use of bromohydrin esters of (-)-(S)-α-methoxy-α-trifluoromethyl-phenylacetic acid (MTPA).