(S)-1-((2S,3S)-1-benzyl-3-(benzyloxy)pyrrolidin-2-yl)-2-(tert-butyldiphenylsilyloxy)ethanol

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Chemical Name:(S)-1-((2S,3S)-1-benzyl-3-(benzyloxy)pyrrolidin-2-yl)-2-(tert-butyldiphenylsilyloxy)ethanol
CAS No.:1314768-50-7
Molecular Formula:C₃₆H₄₃NO₃Si
Molecular Weight:565.828
Hs Code.:

Synonyms:(S)-1-((2S,3S)-1-benzyl-3-(benzyloxy)pyrrolidin-2-yl)-2-(tert-butyldiphenylsilyloxy)ethanol

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Chemical Property of (S)-1-((2S,3S)-1-benzyl-3-(benzyloxy)pyrrolidin-2-yl)-2-(tert-butyldiphenylsilyloxy)ethanol

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Technology Process of (S)-1-((2S,3S)-1-benzyl-3-(benzyloxy)pyrrolidin-2-yl)-2-(tert-butyldiphenylsilyloxy)ethanol

There total 6 articles about (S)-1-((2S,3S)-1-benzyl-3-(benzyloxy)pyrrolidin-2-yl)-2-(tert-butyldiphenylsilyloxy)ethanol 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: 72.0%

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

: 1314768-50-7
(S)-1-((2S,3S)-1-benzyl-3-(benzyloxy)pyrrolidin-2-yl)-2-(tert-butyldiphenylsilyloxy)ethanol

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

In tetrahydrofuran; ethanol; dichloromethane; for 2h; Reflux; Inert atmosphere;
DOI:10.1080/00397911.2010.503003

Reference yield:

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

: 1314768-50-7
(S)-1-((2S,3S)-1-benzyl-3-(benzyloxy)pyrrolidin-2-yl)-2-(tert-butyldiphenylsilyloxy)ethanol

Guidance literature:: Multi-step reaction with 2 steps

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

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

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

2.2: 2 h / Reflux; Inert atmosphere

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

Reference yield:

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

: 1314768-50-7
(S)-1-((2S,3S)-1-benzyl-3-(benzyloxy)pyrrolidin-2-yl)-2-(tert-butyldiphenylsilyloxy)ethanol

Guidance literature:: Multi-step reaction with 5 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

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

5.2: 2 h / 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