2-acetamido-3-O-acetyl-2-deoxy-6-O-(4-methoxybenzyl)-β-D-glucopyranosyl azide

Base Information

Chemical Name:2-acetamido-3-O-acetyl-2-deoxy-6-O-(4-methoxybenzyl)-β-D-glucopyranosyl azide
CAS No.:147157-96-8
Molecular Formula:C₁₈H₂₄N₄O₇
Molecular Weight:408.411
Hs Code.:

Synonyms:2-acetamido-3-O-acetyl-2-deoxy-6-O-(4-methoxybenzyl)-β-D-glucopyranosyl azide

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Chemical Property of 2-acetamido-3-O-acetyl-2-deoxy-6-O-(4-methoxybenzyl)-β-D-glucopyranosyl azide

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Technology Process of 2-acetamido-3-O-acetyl-2-deoxy-6-O-(4-methoxybenzyl)-β-D-glucopyranosyl azide

There total 5 articles about 2-acetamido-3-O-acetyl-2-deoxy-6-O-(4-methoxybenzyl)-β-D-glucopyranosyl azide 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: 86.0%

: 2-acetamido-3-O-acetyl-2-deoxy-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosyl azide

: 147157-96-8
2-acetamido-3-O-acetyl-2-deoxy-6-O-(4-methoxybenzyl)-β-D-glucopyranosyl azide

Guidance literature:: With 4 A molecular sieve; sodium cyanoborohydride; trifluoroacetic acid; In N,N-dimethyl-formamide; at -10 ℃; for 20h;
DOI:10.1002/prac.19923340705

Reference yield: 66.0%

: 2-acetamido-2-deoxy-4,6-O-p-methoxybenzylidine-β-D-glucopyranosyl azide

: 147157-96-8
2-acetamido-3-O-acetyl-2-deoxy-6-O-(4-methoxybenzyl)-β-D-glucopyranosyl azide

Guidance literature:: With p-methoxybenzylidene acetal; sodium cyanoborohydride; trifluoroacetic acid; In N,N-dimethyl-formamide; at 20 ℃; for 16h;
DOI:10.1021/ol025627w

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 147157-96-8
2-acetamido-3-O-acetyl-2-deoxy-6-O-(4-methoxybenzyl)-β-D-glucopyranosyl azide

Guidance literature:: Multi-step reaction with 3 steps

1: 84 percent / tetrafluoroboric acid / dimethylformamide; diethyl ether / 4 h

2: 95 percent / pyridine / 8 h / 0 °C

3: 86 percent / NaCNBH₃, molecular sieves 4A, trifluoroacetic acid / dimethylformamide / 20 h / -10 °C

With pyridine; tetrafluoroboric acid; 4 A molecular sieve; sodium cyanoborohydride; trifluoroacetic acid; In diethyl ether; N,N-dimethyl-formamide;
DOI:10.1002/prac.19923340705