11-N-(4-azido-butyl)-6-O-methyl-5-(2,6-dibenzoyl-3N-Fmoc-4-deoxy-glucopyranosyl)-3-oxo-erythronolide A 11,12-carbamate

Base Information

Chemical Name:11-N-(4-azido-butyl)-6-O-methyl-5-(2,6-dibenzoyl-3N-Fmoc-4-deoxy-glucopyranosyl)-3-oxo-erythronolide A 11,12-carbamate
CAS No.:760981-77-9
Molecular Formula:C₆₂H₇₃N₅O₁₅
Molecular Weight:1128.29
Hs Code.:

Synonyms:11-N-(4-azido-butyl)-6-O-methyl-5-(2,6-dibenzoyl-3N-Fmoc-4-deoxy-glucopyranosyl)-3-oxo-erythronolide A 11,12-carbamate

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Chemical Property of 11-N-(4-azido-butyl)-6-O-methyl-5-(2,6-dibenzoyl-3N-Fmoc-4-deoxy-glucopyranosyl)-3-oxo-erythronolide A 11,12-carbamate

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Technology Process of 11-N-(4-azido-butyl)-6-O-methyl-5-(2,6-dibenzoyl-3N-Fmoc-4-deoxy-glucopyranosyl)-3-oxo-erythronolide A 11,12-carbamate

There total 13 articles about 11-N-(4-azido-butyl)-6-O-methyl-5-(2,6-dibenzoyl-3N-Fmoc-4-deoxy-glucopyranosyl)-3-oxo-erythronolide A 11,12-carbamate 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:

: C₄₂H₃₇NO₇S

: 760981-73-5
11-N-(4-azidobutyl)-6-O-methyl-5-hydroxy-3-oxoerythronolide A 11,12-carbamate

: 760981-77-9
11-N-(4-azido-butyl)-6-O-methyl-5-(2,6-dibenzoyl-3N-Fmoc-4-deoxy-glucopyranosyl)-3-oxo-erythronolide A 11,12-carbamate

Guidance literature:: C₄₂H₃₇NO₇S; 11-N-(4-azidobutyl)-6-O-methyl-5-hydroxy-3-oxoerythronolide A 11,12-carbamate; With N-iodo-succinimide; In dichloromethane; at -78 ℃; for 0.166667h; Molecular sieve;

With 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate; In dichloromethane; at -78 - 20 ℃; for 6h;

Reference yield:

: C₄₂H₃₇NO₉S₂

: 760981-73-5
11-N-(4-azidobutyl)-6-O-methyl-5-hydroxy-3-oxoerythronolide A 11,12-carbamate

: 760981-77-9
11-N-(4-azido-butyl)-6-O-methyl-5-(2,6-dibenzoyl-3N-Fmoc-4-deoxy-glucopyranosyl)-3-oxo-erythronolide A 11,12-carbamate

: C₆₂H₇₃N₅O₁₅

Guidance literature:: With N-iodo-succinimide; 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate; In dichloromethane; at -78 - 20 ℃; Title compound not separated from byproducts;
DOI:10.1016/j.tetlet.2005.01.023

Reference yield:

: 849407-75-6
11-N-(4-azido-butyl)-6-O-methyl-5-O-desosaminyl-3-oxo-erythronolide A 11,12-carbamate

: 760981-77-9
11-N-(4-azido-butyl)-6-O-methyl-5-(2,6-dibenzoyl-3N-Fmoc-4-deoxy-glucopyranosyl)-3-oxo-erythronolide A 11,12-carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

1.2: 55 percent / silica gel; MeOH / 65 °C

2.1: NIS; AgOTF; 2,6-di-tert-butylpyridine / CH₂Cl₂ / -78 - 20 °C

With N-iodo-succinimide; 2,6-di-tert-butyl-pyridine; oxalyl dichloride; silver trifluoromethanesulfonate; dimethyl sulfoxide; triethylamine; In dichloromethane; 1.1: Swern oxidation;
DOI:10.1016/j.tetlet.2005.01.023