methyl 6-azido-2,3-di-O-benzyl-4-O-(5-chloro-3-oxapentyl)-6-deoxy-α-D-glucopyranoside

Base Information

Chemical Name:methyl 6-azido-2,3-di-O-benzyl-4-O-(5-chloro-3-oxapentyl)-6-deoxy-α-D-glucopyranoside
CAS No.:1283056-62-1
Molecular Formula:C₂₅H₃₂ClN₃O₆
Molecular Weight:505.999
Hs Code.:

Synonyms:methyl 6-azido-2,3-di-O-benzyl-4-O-(5-chloro-3-oxapentyl)-6-deoxy-α-D-glucopyranoside

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Chemical Property of methyl 6-azido-2,3-di-O-benzyl-4-O-(5-chloro-3-oxapentyl)-6-deoxy-α-D-glucopyranoside

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Technology Process of methyl 6-azido-2,3-di-O-benzyl-4-O-(5-chloro-3-oxapentyl)-6-deoxy-α-D-glucopyranoside

There total 1 articles about methyl 6-azido-2,3-di-O-benzyl-4-O-(5-chloro-3-oxapentyl)-6-deoxy-α-D-glucopyranoside 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: 88.0%

: 111-44-4
3-oxa-1,5-dichloropentane

: 54522-58-6
methyl 6-azido-2,3-di-O-benzyl-6-deoxy-α-D-glucopyranoside

: 1283056-62-1
methyl 6-azido-2,3-di-O-benzyl-4-O-(5-chloro-3-oxapentyl)-6-deoxy-α-D-glucopyranoside

Guidance literature:: With tetrabutylammomium bromide; sodium hydroxide; In water; toluene; at 60 ℃; for 3h;
DOI:10.1016/j.crci.2010.03.032

Reference yield: 85.0%

: 1283056-62-1
methyl 6-azido-2,3-di-O-benzyl-4-O-(5-chloro-3-oxapentyl)-6-deoxy-α-D-glucopyranoside

: 70-55-3
toluene-4-sulfonamide

: 1283056-80-3
bis-1,11-[methyl-6-azido-2,3-di-O-benzyl-6-deoxy-4-yloxy-α-D-glucopyranoside]-(6-tosyl-3,9-dioxa-6-aza-undecane)

Guidance literature:: With caesium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 72h;
DOI:10.1016/j.crci.2010.03.032

Reference yield:

: 1283056-62-1
methyl 6-azido-2,3-di-O-benzyl-4-O-(5-chloro-3-oxapentyl)-6-deoxy-α-D-glucopyranoside

: 1283056-81-4
bis-1,11-[methyl-6-amino-2,3-di-O-benzyl-6-deoxy-4-yloxy-α-D-glucopyranoside]-(6-tosyl-3,9-dioxa-6-aza-undecane)

Guidance literature:: Multi-step reaction with 2 steps

1: caesium carbonate / N,N-dimethyl-formamide / 72 h / 80 °C

2: 5%-palladium/activated carbon; triethylamine / methanol / 72 h

With 5%-palladium/activated carbon; caesium carbonate; triethylamine; In methanol; N,N-dimethyl-formamide; 1: Richman-Atkins cyclisation;
DOI:10.1016/j.crci.2010.03.032