tert-butyldimethylsilyl 4-O-acetyl-2-azido-3-O-benzoyl-2-deoxy-6-O-(4-methoxybenzyl)-β-D-glucopyranoside

Base Information

Chemical Name:tert-butyldimethylsilyl 4-O-acetyl-2-azido-3-O-benzoyl-2-deoxy-6-O-(4-methoxybenzyl)-β-D-glucopyranoside
CAS No.:860011-76-3
Molecular Formula:C₂₉H₃₉N₃O₈Si
Molecular Weight:585.729
Hs Code.:

Synonyms:tert-butyldimethylsilyl 4-O-acetyl-2-azido-3-O-benzoyl-2-deoxy-6-O-(4-methoxybenzyl)-β-D-glucopyranoside

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Chemical Property of tert-butyldimethylsilyl 4-O-acetyl-2-azido-3-O-benzoyl-2-deoxy-6-O-(4-methoxybenzyl)-β-D-glucopyranoside

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Technology Process of tert-butyldimethylsilyl 4-O-acetyl-2-azido-3-O-benzoyl-2-deoxy-6-O-(4-methoxybenzyl)-β-D-glucopyranoside

There total 5 articles about tert-butyldimethylsilyl 4-O-acetyl-2-azido-3-O-benzoyl-2-deoxy-6-O-(4-methoxybenzyl)-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: 100.0%

: 860011-75-2
tert-butyldimethylsilyl 2-azido-3-O-benzoyl-2-deoxy-6-O-(4-methoxybenzyl)-β-D-glucopyranoside

: 108-24-7
acetic anhydride

: 860011-76-3
tert-butyldimethylsilyl 4-O-acetyl-2-azido-3-O-benzoyl-2-deoxy-6-O-(4-methoxybenzyl)-β-D-glucopyranoside

Guidance literature:: With dmap; In pyridine; at 20 ℃;
DOI:10.1016/j.tetlet.2005.04.088

Reference yield:

: tert-butyldimethylsilyl-2-azido-2-deoxy-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranoside

: 860011-76-3
tert-butyldimethylsilyl 4-O-acetyl-2-azido-3-O-benzoyl-2-deoxy-6-O-(4-methoxybenzyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: DMAP / pyridine / 20 °C

2: 97 percent / sodium cyanoborohydride; 4 Angstroem molecular sieves; trifluoroacetic acid / dimethylformamide / 2 h / 0 °C

3: 100 percent / DMAP / pyridine / 20 °C

With dmap; 4 A molecular sieve; sodium cyanoborohydride; trifluoroacetic acid; In pyridine; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2005.04.088

Reference yield:

: 860011-74-1
tert-butyldimethylsilyl-2-azido-3-O-benzoyl-2-deoxy-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranoside

: 860011-76-3
tert-butyldimethylsilyl 4-O-acetyl-2-azido-3-O-benzoyl-2-deoxy-6-O-(4-methoxybenzyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / sodium cyanoborohydride; 4 Angstroem molecular sieves; trifluoroacetic acid / dimethylformamide / 2 h / 0 °C

2: 100 percent / DMAP / pyridine / 20 °C

With dmap; 4 A molecular sieve; sodium cyanoborohydride; trifluoroacetic acid; In pyridine; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2005.04.088