(4S,5S)-1-benzyl-4-(benzyloxy)-5-((S)-2-(tert-butyldiphenylsilyloxy)-1-hydroxyethyl)pyrrolidin-2-one

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Chemical Name:(4S,5S)-1-benzyl-4-(benzyloxy)-5-((S)-2-(tert-butyldiphenylsilyloxy)-1-hydroxyethyl)pyrrolidin-2-one
CAS No.:1314768-48-3
Molecular Formula:C₃₆H₄₁NO₄Si
Molecular Weight:579.811
Hs Code.:

Synonyms:(4S,5S)-1-benzyl-4-(benzyloxy)-5-((S)-2-(tert-butyldiphenylsilyloxy)-1-hydroxyethyl)pyrrolidin-2-one

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Chemical Property of (4S,5S)-1-benzyl-4-(benzyloxy)-5-((S)-2-(tert-butyldiphenylsilyloxy)-1-hydroxyethyl)pyrrolidin-2-one

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Technology Process of (4S,5S)-1-benzyl-4-(benzyloxy)-5-((S)-2-(tert-butyldiphenylsilyloxy)-1-hydroxyethyl)pyrrolidin-2-one

There total 5 articles about (4S,5S)-1-benzyl-4-(benzyloxy)-5-((S)-2-(tert-butyldiphenylsilyloxy)-1-hydroxyethyl)pyrrolidin-2-one 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: 50.0%

: 1314768-39-2
(S,E)-1-benzyl-4-(benzyloxy)-5-(2-(tert-butyldiphenylsilyloxy)ethylidene)pyrrolidin-2-one

: 1314768-48-3
(4S,5S)-1-benzyl-4-(benzyloxy)-5-((S)-2-(tert-butyldiphenylsilyloxy)-1-hydroxyethyl)pyrrolidin-2-one

Guidance literature:: (S,E)-1-benzyl-4-(benzyloxy)-5-(2-(tert-butyldiphenylsilyloxy)ethylidene)pyrrolidin-2-one; With dimethylsulfide borane complex; In tetrahydrofuran; dichloromethane; at 0 - 20 ℃; Inert atmosphere;

In tetrahydrofuran; ethanol; dichloromethane; at 0 ℃; Reflux; Inert atmosphere;
DOI:10.1080/00397911.2010.503003

Reference yield:

: 1314768-35-8
(S)-1-benzyl-4-(benzyloxy)-5-ethynyl-5-hydroxy pyrrolidin-2-one

: 1314768-48-3
(4S,5S)-1-benzyl-4-(benzyloxy)-5-((S)-2-(tert-butyldiphenylsilyloxy)-1-hydroxyethyl)pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: boron trifluoride diethyl etherate / dichloromethane / 0 °C / Inert atmosphere

2.1: sodium tetrahydroborate / methanol / 0.57 h / 0 °C / Inert atmosphere

3.1: dmap; triethylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere

4.1: dimethylsulfide borane complex / tetrahydrofuran; dichloromethane / 0 - 20 °C / Inert atmosphere

4.2: NaBO₃*4H₂O / 0 °C / Reflux; Inert atmosphere

With dmap; sodium tetrahydroborate; dimethylsulfide borane complex; boron trifluoride diethyl etherate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; 1.1: Meyer-Schuster rearrangement;
DOI:10.1080/00397911.2010.503003

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1314768-48-3
(4S,5S)-1-benzyl-4-(benzyloxy)-5-((S)-2-(tert-butyldiphenylsilyloxy)-1-hydroxyethyl)pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: dmap; triethylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere

2.1: dimethylsulfide borane complex / tetrahydrofuran; dichloromethane / 0 - 20 °C / Inert atmosphere

2.2: NaBO₃*4H₂O / 0 °C / Reflux; Inert atmosphere

With dmap; dimethylsulfide borane complex; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1080/00397911.2010.503003