benzyl benzyl[(S)-1-{(4S,5R)-5-[(R)-2-(tert-butyldimethylsilyloxy)-1-hydroxyethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-4-hydroxybutyl]-carbamate

Base Information

Chemical Name:benzyl benzyl[(S)-1-{(4S,5R)-5-[(R)-2-(tert-butyldimethylsilyloxy)-1-hydroxyethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-4-hydroxybutyl]-carbamate
CAS No.:1430411-22-5
Molecular Formula:C₃₂H₄₉NO₇Si
Molecular Weight:587.829
Hs Code.:

Synonyms:benzyl benzyl[(S)-1-{(4S,5R)-5-[(R)-2-(tert-butyldimethylsilyloxy)-1-hydroxyethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-4-hydroxybutyl]-carbamate

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Chemical Property of benzyl benzyl[(S)-1-{(4S,5R)-5-[(R)-2-(tert-butyldimethylsilyloxy)-1-hydroxyethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-4-hydroxybutyl]-carbamate

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Technology Process of benzyl benzyl[(S)-1-{(4S,5R)-5-[(R)-2-(tert-butyldimethylsilyloxy)-1-hydroxyethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-4-hydroxybutyl]-carbamate

There total 4 articles about benzyl benzyl[(S)-1-{(4S,5R)-5-[(R)-2-(tert-butyldimethylsilyloxy)-1-hydroxyethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-4-hydroxybutyl]-carbamate 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: 80.0%

: 1430411-17-8
benzyl benzyl[(S)-1-{(4S,5R)-5-[(R)-2-(tert-butyldimethylsilyloxy)-1-hydroxyethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}but-3-enyl]carbamate

: 1430411-22-5
benzyl benzyl[(S)-1-{(4S,5R)-5-[(R)-2-(tert-butyldimethylsilyloxy)-1-hydroxyethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-4-hydroxybutyl]-carbamate

Guidance literature:: benzyl benzyl[(S)-1-{(4S,5R)-5-[(R)-2-(tert-butyldimethylsilyloxy)-1-hydroxyethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}but-3-enyl]carbamate; With dimethylsulfide borane complex; In tetrahydrofuran; at 0 - 20 ℃; for 2h;

With dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; water; at 0 ℃; for 2h;
DOI:10.1002/ejoc.201201342

Reference yield:

: 1233851-78-9
(R)-1-((4R,5S)-5-((S)-1-(benzylamino)-but-3-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-(tert-butyl-dimethylsilyloxy)ethanol

: 1430411-22-5
benzyl benzyl[(S)-1-{(4S,5R)-5-[(R)-2-(tert-butyldimethylsilyloxy)-1-hydroxyethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-4-hydroxybutyl]-carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydrogencarbonate / methanol / 2 h / 0 - 20 °C

2.1: dimethylsulfide borane complex / tetrahydrofuran / 2 h / 0 - 20 °C

2.2: 2 h / 0 °C

With dimethylsulfide borane complex; sodium hydrogencarbonate; In tetrahydrofuran; methanol;
DOI:10.1002/ejoc.201201342

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 1430411-22-5
benzyl benzyl[(S)-1-{(4S,5R)-5-[(R)-2-(tert-butyldimethylsilyloxy)-1-hydroxyethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-4-hydroxybutyl]-carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydrogencarbonate / methanol / 2 h / 0 - 20 °C

2.1: dimethylsulfide borane complex / tetrahydrofuran / 2 h / 0 - 20 °C

2.2: 2 h / 0 °C

With dimethylsulfide borane complex; sodium hydrogencarbonate; In tetrahydrofuran; methanol;
DOI:10.1002/ejoc.201201342