(2S,3S)-3-benzyl-1-<(1,1-dimethylethoxy)carbonyl>-2-<<(1,1-dimethylethyl)dimethylsilyloxy>methyl>-5-pyrrolidone

Base Information

Chemical Name:(2S,3S)-3-benzyl-1-<(1,1-dimethylethoxy)carbonyl>-2-<<(1,1-dimethylethyl)dimethylsilyloxy>methyl>-5-pyrrolidone
CAS No.:126587-43-7
Molecular Formula:C₂₃H₃₇NO₄Si
Molecular Weight:419.637
Hs Code.:

Synonyms:(2S,3S)-3-benzyl-1-<(1,1-dimethylethoxy)carbonyl>-2-<<(1,1-dimethylethyl)dimethylsilyloxy>methyl>-5-pyrrolidone

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Chemical Property of (2S,3S)-3-benzyl-1-<(1,1-dimethylethoxy)carbonyl>-2-<<(1,1-dimethylethyl)dimethylsilyloxy>methyl>-5-pyrrolidone

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Technology Process of (2S,3S)-3-benzyl-1-<(1,1-dimethylethoxy)carbonyl>-2-<<(1,1-dimethylethyl)dimethylsilyloxy>methyl>-5-pyrrolidone

There total 5 articles about (2S,3S)-3-benzyl-1-<(1,1-dimethylethoxy)carbonyl>-2-<<(1,1-dimethylethyl)dimethylsilyloxy>methyl>-5-pyrrolidone 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: 98.0%

: 126587-42-6
(2S,3S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-oxo-3-(phenyl-phenylsulfanyl-methyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

: 126587-43-7
(2S,3S)-3-benzyl-1-<(1,1-dimethylethoxy)carbonyl>-2-<<(1,1-dimethylethyl)dimethylsilyloxy>methyl>-5-pyrrolidone

Guidance literature:: With Raney nickel(W-2); In water; acetone; Heating;
DOI:10.1016/S0040-4039(01)80659-6

Reference yield:

: 41979-02-6
α-lithiobenzyl phenyl sulfide

: 81658-27-7
(S)-tert-butyl 2-(((tert-butyldimethylsilyl)oxy)methyl)-5-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate

: 126587-43-7
(2S,3S)-3-benzyl-1-<(1,1-dimethylethoxy)carbonyl>-2-<<(1,1-dimethylethyl)dimethylsilyloxy>methyl>-5-pyrrolidone

Guidance literature:: α-lithiobenzyl phenyl sulfide; (S)-tert-butyl 2-(((tert-butyldimethylsilyl)oxy)methyl)-5-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; at -78 ℃;

With Ra-Ni; water; In acetone; for 12h; Heating;
DOI:10.1016/j.bmcl.2004.01.078

Reference yield:

: 81658-27-7
(S)-tert-butyl 2-(((tert-butyldimethylsilyl)oxy)methyl)-5-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate

: 126587-43-7
(2S,3S)-3-benzyl-1-<(1,1-dimethylethoxy)carbonyl>-2-<<(1,1-dimethylethyl)dimethylsilyloxy>methyl>-5-pyrrolidone

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) BuLi, TMEDA / 1.) THF, hexane, -78 deg C, 15 min, 2.) THF, hexane, -78 deg C, 1 h

2: 98 percent / Raney Ni (W-2) / acetone; H₂O / 12 h / 56 °C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; Raney Ni (W-2); In water; acetone;
DOI:10.1016/0040-4020(95)01058-0