((2S,3R,4S,5S)-1-benzyl-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-pyrrolidin-2-yl)methyl acetate

Base Information

Chemical Name:((2S,3R,4S,5S)-1-benzyl-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-pyrrolidin-2-yl)methyl acetate
CAS No.:1454797-35-3
Molecular Formula:C₃₆H₃₉NO₅
Molecular Weight:565.709
Hs Code.:

Synonyms:((2S,3R,4S,5S)-1-benzyl-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-pyrrolidin-2-yl)methyl acetate

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Chemical Property of ((2S,3R,4S,5S)-1-benzyl-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-pyrrolidin-2-yl)methyl acetate

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Technology Process of ((2S,3R,4S,5S)-1-benzyl-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-pyrrolidin-2-yl)methyl acetate

There total 7 articles about ((2S,3R,4S,5S)-1-benzyl-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-pyrrolidin-2-yl)methyl acetate 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: 87.0%

: 1454797-33-1
((2S,3R,4S,5S)-1-benzyl-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-pyrrolidin-2-yl)methanol

: 108-24-7
acetic anhydride

: 1454797-35-3
((2S,3R,4S,5S)-1-benzyl-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-pyrrolidin-2-yl)methyl acetate

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1021/jo401613v

Reference yield: 61.0%

: 1454797-33-1
((2S,3R,4S,5S)-1-benzyl-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-pyrrolidin-2-yl)methanol

: 1454797-35-3
((2S,3R,4S,5S)-1-benzyl-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-pyrrolidin-2-yl)methyl acetate

Guidance literature:: With hydrogenchloride; palladium hydroxide, 20 wt% on carbon; hydrogen; In methanol; for 48h; under 760.051 Torr;
DOI:10.1021/jo401613v

Reference yield:

: 100-46-9
benzylamine

: 1454797-35-3
((2S,3R,4S,5S)-1-benzyl-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-pyrrolidin-2-yl)methyl acetate

Guidance literature:: Multi-step reaction with 3 steps

1: 6 h / 140 °C / Inert atmosphere

2: trifluoroacetic acid / dichloromethane / 1 h / 0 °C / Inert atmosphere

3: hydrogenchloride; palladium hydroxide, 20 wt% on carbon; hydrogen / methanol / 48 h / 760.05 Torr

With hydrogenchloride; palladium hydroxide, 20 wt% on carbon; hydrogen; trifluoroacetic acid; In methanol; dichloromethane;
DOI:10.1021/jo401613v