N-(benzyl)-benzyloxycarbonyl-5-aminopentyl O-2-azido-4,6-O-benzylidene-2-deoxy-α-D-glycopyranoside

Base Information

Chemical Name:N-(benzyl)-benzyloxycarbonyl-5-aminopentyl O-2-azido-4,6-O-benzylidene-2-deoxy-α-D-glycopyranoside
CAS No.:1139694-44-2
Molecular Formula:C₃₃H₃₈N₄O₇
Molecular Weight:602.687
Hs Code.:

Synonyms:N-(benzyl)-benzyloxycarbonyl-5-aminopentyl O-2-azido-4,6-O-benzylidene-2-deoxy-α-D-glycopyranoside

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Chemical Property of N-(benzyl)-benzyloxycarbonyl-5-aminopentyl O-2-azido-4,6-O-benzylidene-2-deoxy-α-D-glycopyranoside

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Technology Process of N-(benzyl)-benzyloxycarbonyl-5-aminopentyl O-2-azido-4,6-O-benzylidene-2-deoxy-α-D-glycopyranoside

There total 3 articles about N-(benzyl)-benzyloxycarbonyl-5-aminopentyl O-2-azido-4,6-O-benzylidene-2-deoxy-α-D-glycopyranoside 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: 83.0%

: N-(benzyl)-benzyloxycarbonyl-5-aminopentyl O-2-azido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glycopyranoside

: 1125-88-8
benzaldehyde dimethyl acetal

: 1139694-44-2
N-(benzyl)-benzyloxycarbonyl-5-aminopentyl O-2-azido-4,6-O-benzylidene-2-deoxy-α-D-glycopyranoside

Guidance literature:: N-(benzyl)-benzyloxycarbonyl-5-aminopentyl O-2-azido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glycopyranoside; With sodium; In methanol; for 2h;

benzaldehyde dimethyl acetal; With camphor-10-sulfonic acid; In acetonitrile; for 11h;

Reference yield: 76.0%

: 1198157-03-7
N-(benzyl)benzyloxycarbonyl-5-aminopentyl O-2-azido-2-deoxy-α-D-glucopyranoside

: 1125-88-8
benzaldehyde dimethyl acetal

: 1139694-44-2
N-(benzyl)-benzyloxycarbonyl-5-aminopentyl O-2-azido-4,6-O-benzylidene-2-deoxy-α-D-glycopyranoside

Guidance literature:: With toluene-4-sulfonic acid; In acetonitrile; at 20 ℃; for 16h;
DOI:10.1021/ja907358k

Reference yield:

: 920958-49-2
benzyl-(5-hydroxy-pentyl)-carbamic acid benzyl ester

: 1139694-44-2
N-(benzyl)-benzyloxycarbonyl-5-aminopentyl O-2-azido-4,6-O-benzylidene-2-deoxy-α-D-glycopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: dichloromethane / 0.5 h / 0 °C / Molecular sieve; Inert atmosphere

2.1: sodium / methanol / 2 h

2.2: 11 h

With sodium; In methanol; dichloromethane;