p-tolyl 4-azido-3-O-benzyl-4,6-dideoxy-2-O-(4-methoxybenzyl)-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:p-tolyl 4-azido-3-O-benzyl-4,6-dideoxy-2-O-(4-methoxybenzyl)-1-thio-β-D-glucopyranoside
CAS No.:695197-31-0
Molecular Formula:C₂₈H₃₁N₃O₄S
Molecular Weight:505.638
Hs Code.:

Synonyms:p-tolyl 4-azido-3-O-benzyl-4,6-dideoxy-2-O-(4-methoxybenzyl)-1-thio-β-D-glucopyranoside

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Chemical Property of p-tolyl 4-azido-3-O-benzyl-4,6-dideoxy-2-O-(4-methoxybenzyl)-1-thio-β-D-glucopyranoside

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Technology Process of p-tolyl 4-azido-3-O-benzyl-4,6-dideoxy-2-O-(4-methoxybenzyl)-1-thio-β-D-glucopyranoside

There total 7 articles about p-tolyl 4-azido-3-O-benzyl-4,6-dideoxy-2-O-(4-methoxybenzyl)-1-thio-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: 90.0%

: 695197-30-9
Trifluoro-methanesulfonic acid (2R,3S,4R,5R,6S)-4-benzyloxy-5-(4-methoxy-benzyloxy)-2-methyl-6-p-tolylsulfanyl-tetrahydro-pyran-3-yl ester

: 695197-31-0
p-tolyl 4-azido-3-O-benzyl-4,6-dideoxy-2-O-(4-methoxybenzyl)-1-thio-β-D-glucopyranoside

Guidance literature:: With sodium azide; 18-crown-6 ether; In N,N-dimethyl-formamide; at 20 ℃; for 2h;
DOI:10.1081/CAR-120030023

Reference yield:

: 100-39-0
benzyl bromide

: 695197-31-0
p-tolyl 4-azido-3-O-benzyl-4,6-dideoxy-2-O-(4-methoxybenzyl)-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 71.8 percent / dibutyltin oxide; tetrabutylammonium bromide / benzene / 6 h / 60 °C

2: 3.84 g / pyridine / CH₂Cl₂ / 1 h / -25 - 20 °C

3: 90 percent / sodium azide; 18-crown-6 / dimethylformamide / 2 h / 20 °C

With pyridine; sodium azide; 18-crown-6 ether; tetrabutylammomium bromide; di(n-butyl)tin oxide; In dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1081/CAR-120030023

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 695197-31-0
p-tolyl 4-azido-3-O-benzyl-4,6-dideoxy-2-O-(4-methoxybenzyl)-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 70.9 percent / sodium hydride / dimethylformamide / 3 h / 0 °C

2: 83.8 percent / acetic acid / 1 h / 50 °C

3: 71.8 percent / dibutyltin oxide; tetrabutylammonium bromide / benzene / 6 h / 60 °C

4: 3.84 g / pyridine / CH₂Cl₂ / 1 h / -25 - 20 °C

5: 90 percent / sodium azide; 18-crown-6 / dimethylformamide / 2 h / 20 °C

With pyridine; sodium azide; 18-crown-6 ether; tetrabutylammomium bromide; sodium hydride; di(n-butyl)tin oxide; acetic acid; In dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1081/CAR-120030023