(S)-tert-butyl 3-m-tolyl-3-(trifluoromethanesulfenyl)-2-oxoindoline-1-carboxylate

Base Information

Chemical Name:(S)-tert-butyl 3-m-tolyl-3-(trifluoromethanesulfenyl)-2-oxoindoline-1-carboxylate
CAS No.:1567850-41-2
Molecular Formula:C₂₁H₂₀F₃NO₃S
Molecular Weight:423.456
Hs Code.:

Synonyms:(S)-tert-butyl 3-m-tolyl-3-(trifluoromethanesulfenyl)-2-oxoindoline-1-carboxylate

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Chemical Property of (S)-tert-butyl 3-m-tolyl-3-(trifluoromethanesulfenyl)-2-oxoindoline-1-carboxylate

Chemical Property:

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Technology Process of (S)-tert-butyl 3-m-tolyl-3-(trifluoromethanesulfenyl)-2-oxoindoline-1-carboxylate

There total 5 articles about (S)-tert-butyl 3-m-tolyl-3-(trifluoromethanesulfenyl)-2-oxoindoline-1-carboxylate 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: 76.0%

: 719-98-2
N-((trifluoromethyl)thio)isoindoline-1,3-dione

: 1175713-07-1
tert-butyl 2-oxo-3-(m-tolyl)indoline-1-carboxylate

: 1567850-41-2
(S)-tert-butyl 3-m-tolyl-3-(trifluoromethanesulfenyl)-2-oxoindoline-1-carboxylate

Guidance literature:: With hydroquinidine (2,5-diphenyl-4,6-pyrimidinediyl) diether; In toluene; at -10 ℃; enantioselective reaction;
DOI:10.1039/c3cc49877h

Reference yield:

: 1175713-07-1
tert-butyl 2-oxo-3-(m-tolyl)indoline-1-carboxylate

: 811-68-7
silver(I) trifluoromethanethiolate

: 1567850-41-2
(S)-tert-butyl 3-m-tolyl-3-(trifluoromethanesulfenyl)-2-oxoindoline-1-carboxylate

: C₂₁H₂₀F₃NO₃S

Guidance literature:: With trichloroisocyanuric acid; (DHQD)2PYR; In tetrahydrofuran; at 0 ℃; for 12h; enantioselective reaction;
DOI:10.1021/ol5006888

Reference yield:

: 91-56-5,1186480-61-4,84788-92-1
indole-2,3-dione

: 1567850-41-2
(S)-tert-butyl 3-m-tolyl-3-(trifluoromethanesulfenyl)-2-oxoindoline-1-carboxylate

: C₂₁H₂₀F₃NO₃S

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran / 0.5 h / -15 °C

1.2: -15 - 20 °C

2.1: tin(ll) chloride; hydrogenchloride / acetic acid / 4 h / Reflux

3.1: ethylmagnesium bromide / tetrahydrofuran; diethyl ether / 4 h / -40 °C

4.1: (DHQD)2PYR; trichloroisocyanuric acid / tetrahydrofuran / 12 h / 0 °C

With hydrogenchloride; trichloroisocyanuric acid; (DHQD)2PYR; ethylmagnesium bromide; sodium hydride; tin(ll) chloride; In tetrahydrofuran; diethyl ether; acetic acid;
DOI:10.1021/ol5006888