methyl 2-azido-3-O-(2-O-benzoyl-3,6-dideoxy-4-O-methyl-β-D-ribo-hexopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

Base Information

Chemical Name:methyl 2-azido-3-O-(2-O-benzoyl-3,6-dideoxy-4-O-methyl-β-D-ribo-hexopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside
CAS No.:496065-55-5
Molecular Formula:C₂₈H₃₃N₃O₉
Molecular Weight:555.585
Hs Code.:

Synonyms:methyl 2-azido-3-O-(2-O-benzoyl-3,6-dideoxy-4-O-methyl-β-D-ribo-hexopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

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Chemical Property of methyl 2-azido-3-O-(2-O-benzoyl-3,6-dideoxy-4-O-methyl-β-D-ribo-hexopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

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Technology Process of methyl 2-azido-3-O-(2-O-benzoyl-3,6-dideoxy-4-O-methyl-β-D-ribo-hexopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

There total 1 articles about methyl 2-azido-3-O-(2-O-benzoyl-3,6-dideoxy-4-O-methyl-β-D-ribo-hexopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside 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: 78.0%

: 96093-11-7
Methyl-2-azido-4,6-O-benzylidene-2-desoxy-β-D-galactopyranoside

: phenyl 2-O-benzoyl-3,6-dideoxy-4-O-methyl-1-thio-α,β-D-ribo-hexopyranoside

: 496065-55-5
methyl 2-azido-3-O-(2-O-benzoyl-3,6-dideoxy-4-O-methyl-β-D-ribo-hexopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

Guidance literature:: Methyl-2-azido-4,6-O-benzylidene-2-desoxy-β-D-galactopyranoside; phenyl 2-O-benzoyl-3,6-dideoxy-4-O-methyl-1-thio-α,β-D-ribo-hexopyranoside; With 4 A molecular sieve; In dichloromethane; for 0.5h;

With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at -60 ℃; for 3h;
DOI:10.1139/v02-117

Reference yield: 94.0%

: 496065-55-5
methyl 2-azido-3-O-(2-O-benzoyl-3,6-dideoxy-4-O-methyl-β-D-ribo-hexopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

: 496065-56-6
methyl 2-azido-3-O-(3,6-dideoxy-4-O-methyl-β-D-ribo-hexopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

Guidance literature:: With sodium methylate; In methanol;
DOI:10.1139/v02-117

Reference yield:

: 496065-55-5
methyl 2-azido-3-O-(2-O-benzoyl-3,6-dideoxy-4-O-methyl-β-D-ribo-hexopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

: 496065-57-7
(2S,5S,6R)-2-((2S,4aR,6R,7R,8R,8aR)-7-Azido-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-5-methoxy-6-methyl-dihydro-pyran-3-one

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / sodium methoxide / methanol

2: DMSO; acetic anhydride / 18 h / 20 °C

With sodium methylate; acetic anhydride; dimethyl sulfoxide; In methanol; 1: Zemplen transesterification;
DOI:10.1139/v02-117