(2S,3S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-1-(2,4,6-trimethyl-benzenesulfonyl)-3-vinyl-aziridine

Base Information

Chemical Name:(2S,3S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-1-(2,4,6-trimethyl-benzenesulfonyl)-3-vinyl-aziridine
CAS No.:214751-93-6
Molecular Formula:C₂₀H₃₃NO₃SSi
Molecular Weight:395.638
Hs Code.:

Synonyms:(2S,3S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-1-(2,4,6-trimethyl-benzenesulfonyl)-3-vinyl-aziridine

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Chemical Property of (2S,3S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-1-(2,4,6-trimethyl-benzenesulfonyl)-3-vinyl-aziridine

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Technology Process of (2S,3S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-1-(2,4,6-trimethyl-benzenesulfonyl)-3-vinyl-aziridine

There total 1 articles about (2S,3S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-1-(2,4,6-trimethyl-benzenesulfonyl)-3-vinyl-aziridine 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: 80.0%

: (2S,3R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-1-(2,4,6-trimethyl-benzenesulfonyl)-3-vinyl-aziridine

: 214751-93-6
(2S,3S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-1-(2,4,6-trimethyl-benzenesulfonyl)-3-vinyl-aziridine

Guidance literature:: tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran;
DOI:10.1021/jo9810157

Reference yield: 98.0%

: CH₃Li*ILi

: 214751-93-6
(2S,3S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-1-(2,4,6-trimethyl-benzenesulfonyl)-3-vinyl-aziridine

: 198976-74-8
(E,2S)-1-(tert-butyldimethylsiloxy)-2-[N-(2,4,6-trimethylbenzene)sulfonyl]amino-3-hexene

Guidance literature:: CH₃Li*ILi; With CuCN; In tetrahydrofuran; diethyl ether; at -78 - 20 ℃;

(2S,3S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-1-(2,4,6-trimethyl-benzenesulfonyl)-3-vinyl-aziridine; In tetrahydrofuran; diethyl ether; at -78 ℃;
DOI:10.1021/jo9810157

Reference yield:

: 214751-93-6
(2S,3S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-1-(2,4,6-trimethyl-benzenesulfonyl)-3-vinyl-aziridine

: N-((E)-(S)-1-Formyl-pent-2-enyl)-2,4,6-trimethyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: CuCN / tetrahydrofuran; diethyl ether / -78 - 20 °C

1.2: 98 percent / tetrahydrofuran; diethyl ether / -78 °C

2.1: 96 percent / aq. HF / acetonitrile / 20 h / 0 - 20 °C

3.1: oxalyl chloride; DMSO; N,N-diisopropylethylamine / CH₂Cl₂; hexane; CHCl₃ / 1 h / -78 °C

With oxalyl dichloride; hydrogen fluoride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; chloroform; acetonitrile; 1.1: transmetallation / 1.2: Ring cleavage / 2.1: Hydrolysis / 3.1: Swern oxidation;
DOI:10.1021/jo9810157