tert-butyl (2R,3S)-4-methyl-2-phenylthiomethyl-3-(N-p-toluenesulfinylamino)valerate

Base Information

Chemical Name:tert-butyl (2R,3S)-4-methyl-2-phenylthiomethyl-3-(N-p-toluenesulfinylamino)valerate
CAS No.:938165-13-0
Molecular Formula:C₂₄H₃₃NO₃S₂
Molecular Weight:447.663
Hs Code.:

Synonyms:tert-butyl (2R,3S)-4-methyl-2-phenylthiomethyl-3-(N-p-toluenesulfinylamino)valerate

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Chemical Property of tert-butyl (2R,3S)-4-methyl-2-phenylthiomethyl-3-(N-p-toluenesulfinylamino)valerate

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Technology Process of tert-butyl (2R,3S)-4-methyl-2-phenylthiomethyl-3-(N-p-toluenesulfinylamino)valerate

There total 2 articles about tert-butyl (2R,3S)-4-methyl-2-phenylthiomethyl-3-(N-p-toluenesulfinylamino)valerate 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:

: 1663-39-4,25232-27-3
tert-Butyl acrylate

: 108-98-5
thiophenol

: 158009-36-0
(S)-(+)-N-(isopropylmethylidene)-p-toluenesulfinamide

: 938165-13-0
tert-butyl (2R,3S)-4-methyl-2-phenylthiomethyl-3-(N-p-toluenesulfinylamino)valerate

: tert-butyl (2S,3S)-4-methyl-2-phenylthiomethyl-3-(N-p-toluenesulfinylamino)valerate

Guidance literature:: thiophenol; With methylmagnesium bromide; In tetrahydrofuran; dichloromethane; toluene; at -50 ℃; for 0.166667h;

tert-Butyl acrylate; (S)-(+)-N-(isopropylmethylidene)-p-toluenesulfinamide; In tetrahydrofuran; dichloromethane; toluene; at -50 ℃; for 6h; Further stages.;
DOI:10.1021/jo062251h

Reference yield:

: 188447-91-8
(S)-p-toluenesulfinimide

: 938165-13-0
tert-butyl (2R,3S)-4-methyl-2-phenylthiomethyl-3-(N-p-toluenesulfinylamino)valerate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 73 percent / Ti(OEt)4 / CH₂Cl₂ / Heating

2.1: methylmagnesium bromide / CH₂Cl₂; toluene; tetrahydrofuran / 0.17 h / -50 °C

2.2: CH₂Cl₂; toluene; tetrahydrofuran / 6 h / -50 °C

With titanium(IV) tetraethanolate; methylmagnesium bromide; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo062251h