(-)-(2S)-trifluoromethanesulfonyloxy-3-phenyl-propionic acid tert-butyl ester

Base Information

Chemical Name:(-)-(2S)-trifluoromethanesulfonyloxy-3-phenyl-propionic acid tert-butyl ester
CAS No.:170555-66-5
Molecular Formula:C₁₄H₁₇F₃O₅S
Molecular Weight:354.347
Hs Code.:

Synonyms:(-)-(2S)-trifluoromethanesulfonyloxy-3-phenyl-propionic acid tert-butyl ester

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Chemical Property of (-)-(2S)-trifluoromethanesulfonyloxy-3-phenyl-propionic acid tert-butyl ester

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Technology Process of (-)-(2S)-trifluoromethanesulfonyloxy-3-phenyl-propionic acid tert-butyl ester

There total 2 articles about (-)-(2S)-trifluoromethanesulfonyloxy-3-phenyl-propionic acid tert-butyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

: 358-23-6
trifluoromethylsulfonic anhydride

: 7622-23-3
L-α-hydroxyhydrocinnamic acid t-butyl ester

: 170555-66-5
(-)-(2S)-trifluoromethanesulfonyloxy-3-phenyl-propionic acid tert-butyl ester

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 0.833333h; optical yield given as %ee; Inert atmosphere;
DOI:10.1002/anie.200800733

Reference yield:

: 20312-36-1
L-3-phenyllactic acid

: 170555-66-5
(-)-(2S)-trifluoromethanesulfonyloxy-3-phenyl-propionic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) diisopropylcarbodiimide, CuCl / 1.) 4 d, 2.) CH₂Cl₂, r.t., 18 h

2: pyridine / tetrahydrofuran / -78 °C

With pyridine; copper(l) chloride; diisopropyl-carbodiimide; In tetrahydrofuran;
DOI:10.1021/jo00120a022

Reference yield: 99.0%

: 2386-64-3
ethylmagnesium chloride

: 170555-66-5
(-)-(2S)-trifluoromethanesulfonyloxy-3-phenyl-propionic acid tert-butyl ester

: 1059044-21-1
(-)-(2R)-benzyl-butyric acid tert-butyl ester

Guidance literature:: With zinc(II) chloride; In tetrahydrofuran; at 0 ℃; for 3h; optical yield given as %ee; enantiospecific reaction; Inert atmosphere;
DOI:10.1002/anie.200800733