(R)-1-(3-(trifluoromethyl)phenyl)-1-oxopropan-2-yl 4-methylbenzenesulfonate

Base Information

Chemical Name:(R)-1-(3-(trifluoromethyl)phenyl)-1-oxopropan-2-yl 4-methylbenzenesulfonate
CAS No.:936632-17-6
Molecular Formula:C₁₇H₁₅F₃O₄S
Molecular Weight:372.365
Hs Code.:

Synonyms:(R)-1-(3-(trifluoromethyl)phenyl)-1-oxopropan-2-yl 4-methylbenzenesulfonate

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Chemical Property of (R)-1-(3-(trifluoromethyl)phenyl)-1-oxopropan-2-yl 4-methylbenzenesulfonate

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Technology Process of (R)-1-(3-(trifluoromethyl)phenyl)-1-oxopropan-2-yl 4-methylbenzenesulfonate

There total 3 articles about (R)-1-(3-(trifluoromethyl)phenyl)-1-oxopropan-2-yl 4-methylbenzenesulfonate 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:

: 1533-03-5
3-(trifluoromethyl)propiophenone

: 104-15-4
toluene-4-sulfonic acid

: 936632-17-6
(R)-1-(3-(trifluoromethyl)phenyl)-1-oxopropan-2-yl 4-methylbenzenesulfonate

: (S)-1-(3-(trifluoromethyl)phenyl)-1-oxopropan-2-yl 4-methylbenzenesulfonate

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; (S)-1-ethyl-2-iodo-3-(1-methoxyethyl)benzene; at 20 ℃; optical yield given as %ee; enantioselective reaction;
DOI:10.1002/ejoc.200800741

Reference yield:

: 1533-03-5
3-(trifluoromethyl)propiophenone

: 936632-17-6
(R)-1-(3-(trifluoromethyl)phenyl)-1-oxopropan-2-yl 4-methylbenzenesulfonate

: (S)-1-(3-(trifluoromethyl)phenyl)-1-oxopropan-2-yl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium; diisopropylamine / tetrahydrofuran / 0.75 h / -78 °C / Inert atmosphere

1.2: 1 h / -78 - 20 °C / Inert atmosphere

2.1: (2R,2'R)-2,2'-((2-iodo-1,3-phenylene)bis(oxy))bis(N-methyl-N-phenylpropanamide); 3-chloro-benzenecarboperoxoic acid / acetonitrile / 24 h / 20 °C / Inert atmosphere; Green chemistry

With n-butyllithium; (2R,2'R)-2,2'-((2-iodo-1,3-phenylene)bis(oxy))bis(N-methyl-N-phenylpropanamide); diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; acetonitrile;
DOI:10.1021/acs.orglett.5b02501

Reference yield:

: (Z)-1-(3-(trifluoromethyl)phenyl)prop-1-en-1-yl acetate

: 104-15-4
toluene-4-sulfonic acid

: 936632-17-6
(R)-1-(3-(trifluoromethyl)phenyl)-1-oxopropan-2-yl 4-methylbenzenesulfonate

: (S)-1-(3-(trifluoromethyl)phenyl)-1-oxopropan-2-yl 4-methylbenzenesulfonate

Guidance literature:: With (2R,2'R)-2,2'-((2-iodo-1,3-phenylene)bis(oxy))bis(N-methyl-N-phenylpropanamide); 3-chloro-benzenecarboperoxoic acid; In acetonitrile; at 20 ℃; for 24h; Overall yield = 74 %; Optical yield = 85 %ee; enantioselective reaction; Inert atmosphere; Green chemistry;
DOI:10.1021/acs.orglett.5b02501