benzyl benzyl[(S)-4-hydroxy-1-{(4S,5S)-5-[(R)-2-hydroxy-1-(methoxymethoxy)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}butyl]carbamate

Base Information

Chemical Name:benzyl benzyl[(S)-4-hydroxy-1-{(4S,5S)-5-[(R)-2-hydroxy-1-(methoxymethoxy)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}butyl]carbamate
CAS No.:1430411-20-3
Molecular Formula:C₂₈H₃₉NO₈
Molecular Weight:517.62
Hs Code.:

Synonyms:benzyl benzyl[(S)-4-hydroxy-1-{(4S,5S)-5-[(R)-2-hydroxy-1-(methoxymethoxy)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}butyl]carbamate

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Chemical Property of benzyl benzyl[(S)-4-hydroxy-1-{(4S,5S)-5-[(R)-2-hydroxy-1-(methoxymethoxy)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}butyl]carbamate

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Technology Process of benzyl benzyl[(S)-4-hydroxy-1-{(4S,5S)-5-[(R)-2-hydroxy-1-(methoxymethoxy)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}butyl]carbamate

There total 5 articles about benzyl benzyl[(S)-4-hydroxy-1-{(4S,5S)-5-[(R)-2-hydroxy-1-(methoxymethoxy)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}butyl]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: 95.0%

: 1430411-19-0
benzyl benzyl[(S)-1-{(4S,5S)-2,2-dimethyl-5-[(R)-8,8,9,9-tetramethyl-2,4,7-trioxa-8-siladecan-5-yl]-1,3-dioxolan-4-yl}-4-hydroxybutyl]carbamate

: 1430411-20-3
benzyl benzyl[(S)-4-hydroxy-1-{(4S,5S)-5-[(R)-2-hydroxy-1-(methoxymethoxy)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}butyl]carbamate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1002/ejoc.201201342

Reference yield:

: 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

: 1430411-20-3
benzyl benzyl[(S)-4-hydroxy-1-{(4S,5S)-5-[(R)-2-hydroxy-1-(methoxymethoxy)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}butyl]carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: N-ethyl-N,N-diisopropylamine; dmap / dichloromethane / 0 - 20 °C

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

2.2: 2 h / 0 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With dmap; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
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

: 1430411-20-3
benzyl benzyl[(S)-4-hydroxy-1-{(4S,5S)-5-[(R)-2-hydroxy-1-(methoxymethoxy)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}butyl]carbamate

Guidance literature:: Multi-step reaction with 4 steps

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

2.1: N-ethyl-N,N-diisopropylamine; dmap / dichloromethane / 0 - 20 °C

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

3.2: 2 h / 0 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With dmap; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1002/ejoc.201201342