3-O-acetyl-2-azido-1-O-tert-butyldimethylsilyl-2-deoxy-4,6-O-benzylidene-β-D-glucopyranoside

Base Information

Chemical Name:3-O-acetyl-2-azido-1-O-tert-butyldimethylsilyl-2-deoxy-4,6-O-benzylidene-β-D-glucopyranoside
CAS No.:385422-21-9
Molecular Formula:C₂₁H₃₁N₃O₆Si
Molecular Weight:449.579
Hs Code.:

Synonyms:3-O-acetyl-2-azido-1-O-tert-butyldimethylsilyl-2-deoxy-4,6-O-benzylidene-β-D-glucopyranoside

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Chemical Property of 3-O-acetyl-2-azido-1-O-tert-butyldimethylsilyl-2-deoxy-4,6-O-benzylidene-β-D-glucopyranoside

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Technology Process of 3-O-acetyl-2-azido-1-O-tert-butyldimethylsilyl-2-deoxy-4,6-O-benzylidene-β-D-glucopyranoside

There total 7 articles about 3-O-acetyl-2-azido-1-O-tert-butyldimethylsilyl-2-deoxy-4,6-O-benzylidene-β-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: 95.0%

: 108-24-7
acetic anhydride

: 138923-10-1
2-azido-4,6-O-benzylidene-2-deoxyl-1-O-tert-butyldimethylsilyl-β-D-glucopyranoside

: 385422-21-9
3-O-acetyl-2-azido-1-O-tert-butyldimethylsilyl-2-deoxy-4,6-O-benzylidene-β-D-glucopyranoside

Guidance literature:: With pyridine; dmap; In dichloromethane;
DOI:10.1002/chem.200390009

Reference yield: 90.0%

: tert-butyldimethylsilyl-2-azido-2-deoxy-3,4,6-tri-O-trimethylsilyl-β-D-glucopyranoside

: 108-24-7
acetic anhydride

: 100-52-7
benzaldehyde

: 385422-21-9
3-O-acetyl-2-azido-1-O-tert-butyldimethylsilyl-2-deoxy-4,6-O-benzylidene-β-D-glucopyranoside

Guidance literature:: tert-butyldimethylsilyl-2-azido-2-deoxy-3,4,6-tri-O-trimethylsilyl-β-D-glucopyranoside; benzaldehyde; With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 2h; Inert atmosphere; Molecular sieve;

acetic anhydride; In dichloromethane; Inert atmosphere; Molecular sieve;
DOI:10.1002/ejoc.202000923

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 385422-21-9
3-O-acetyl-2-azido-1-O-tert-butyldimethylsilyl-2-deoxy-4,6-O-benzylidene-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 29.0 g / p-TsOH*H₂O / acetonitrile / 20 °C

2: 95 percent / DMAP; pyridine / CH₂Cl₂

With pyridine; dmap; toluene-4-sulfonic acid; In dichloromethane; acetonitrile;
DOI:10.1002/chem.200390009