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)

Base Information

Chemical Name: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)
CAS No.:1283056-80-3
Molecular Formula:C₅₇H₇₁N₇O₁₄S
Molecular Weight:1110.3
Hs Code.:

Synonyms: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)

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 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)

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Technology Process of 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)

There total 2 articles about 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) 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: 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:

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

: 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:: Multi-step reaction with 2 steps

1: tetrabutylammomium bromide; sodium hydroxide / water; toluene / 3 h / 60 °C

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

With tetrabutylammomium bromide; caesium carbonate; sodium hydroxide; In water; N,N-dimethyl-formamide; toluene; 2: Richman-Atkins cyclisation;
DOI:10.1016/j.crci.2010.03.032