(2S,3S)-3-(4-Bromo-phenyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-isopropylidene-5-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

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Chemical Name:(2S,3S)-3-(4-Bromo-phenyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-isopropylidene-5-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
CAS No.:210534-36-4
Molecular Formula:C₂₅H₃₈BrNO₄Si
Molecular Weight:524.571
Hs Code.:

Synonyms:(2S,3S)-3-(4-Bromo-phenyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-isopropylidene-5-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

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Chemical Property of (2S,3S)-3-(4-Bromo-phenyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-isopropylidene-5-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

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Technology Process of (2S,3S)-3-(4-Bromo-phenyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-isopropylidene-5-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

There total 3 articles about (2S,3S)-3-(4-Bromo-phenyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-isopropylidene-5-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester 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:

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

: 210534-36-4
(2S,3S)-3-(4-Bromo-phenyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-isopropylidene-5-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / CuI, TMSCl / hexamethylphosphoric acid triamide / -20 °C

2: 84 percent / LiN(TMS)2, Mg(ClO₄)2 / tetrahydrofuran

3: 1.) Et₃NSO₂NCO₂Me, 2.) DBU / 1.) C₆H₆, 60 deg C, 2.) toluene, reflux

With copper(l) iodide; chloro-trimethyl-silane; magnesium(II) perchlorate; Burgess Reagent; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium hexamethyldisilazane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide;
DOI:10.1021/ja980513u

Reference yield:

: 18620-02-5
(4-bromophenyl)magnesium bromide

: 210534-36-4
(2S,3S)-3-(4-Bromo-phenyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-isopropylidene-5-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / CuI, TMSCl / hexamethylphosphoric acid triamide / -20 °C

2: 84 percent / LiN(TMS)2, Mg(ClO₄)2 / tetrahydrofuran

3: 1.) Et₃NSO₂NCO₂Me, 2.) DBU / 1.) C₆H₆, 60 deg C, 2.) toluene, reflux

With copper(l) iodide; chloro-trimethyl-silane; magnesium(II) perchlorate; Burgess Reagent; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium hexamethyldisilazane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide;
DOI:10.1021/ja980513u

Reference yield:

: 210534-34-2
(2S,3R)-3-(4-Bromo-phenyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-5-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: 210534-36-4
(2S,3S)-3-(4-Bromo-phenyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-isopropylidene-5-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / LiN(TMS)2, Mg(ClO₄)2 / tetrahydrofuran

2: 1.) Et₃NSO₂NCO₂Me, 2.) DBU / 1.) C₆H₆, 60 deg C, 2.) toluene, reflux

With magnesium(II) perchlorate; Burgess Reagent; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1021/ja980513u