2-azido-3-O-benzoyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl benzoate

Base Information

Chemical Name:2-azido-3-O-benzoyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl benzoate
CAS No.:676342-72-6
Molecular Formula:C₂₇H₂₃N₃O₇
Molecular Weight:501.496
Hs Code.:

Synonyms:2-azido-3-O-benzoyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl benzoate

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Chemical Property of 2-azido-3-O-benzoyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl benzoate

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Technology Process of 2-azido-3-O-benzoyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl benzoate

There total 5 articles about 2-azido-3-O-benzoyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl benzoate 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: 80.0%

: 98-88-4
benzoyl chloride

: 2-azido-4,6-O-benzylidene-2-deoxy-α,β-D-glucopyranose

: 676342-72-6
2-azido-3-O-benzoyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl benzoate

Guidance literature:: With pyridine; In dichloromethane; at 20 ℃; for 18h;
DOI:10.1002/chem.200305096

Reference yield:

: 93-97-0
benzoic acid anhydride

: 2-azido-4,6-O-benzylidene-2-deoxy-α,β-D-glucopyranose

: 676342-72-6
2-azido-3-O-benzoyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl benzoate

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; for 12h; Inert atmosphere; Molecular sieve;
DOI:10.1021/jo101320r

Reference yield:

: C₁₉H₃₁N₃O₅Si₂

: 676342-72-6
2-azido-3-O-benzoyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl benzoate

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride; acetic acid / dichloromethane / 4 h / 0 °C / Molecular sieve; Inert atmosphere

2: dmap; triethylamine / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere; Molecular sieve

With dmap; tetrabutyl ammonium fluoride; acetic acid; triethylamine; In dichloromethane;
DOI:10.1021/jo101320r