2-acetamido-4-O-allyl-3-O-benzyl-2-deoxy-6-O-triphenylmethyl-β-D-glucopyranosyl azide

Base Information

Chemical Name:2-acetamido-4-O-allyl-3-O-benzyl-2-deoxy-6-O-triphenylmethyl-β-D-glucopyranosyl azide
CAS No.:80887-33-8
Molecular Formula:C₃₇H₃₈N₄O₅
Molecular Weight:618.733
Hs Code.:

Synonyms:2-acetamido-4-O-allyl-3-O-benzyl-2-deoxy-6-O-triphenylmethyl-β-D-glucopyranosyl azide

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Chemical Property of 2-acetamido-4-O-allyl-3-O-benzyl-2-deoxy-6-O-triphenylmethyl-β-D-glucopyranosyl azide

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Technology Process of 2-acetamido-4-O-allyl-3-O-benzyl-2-deoxy-6-O-triphenylmethyl-β-D-glucopyranosyl azide

There total 7 articles about 2-acetamido-4-O-allyl-3-O-benzyl-2-deoxy-6-O-triphenylmethyl-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: 89.0%

: 80887-29-2
2-acetamido-3-O-benzyl-2-deoxy-6-O-triphenylmethyl-β-D-glucopyranosyl azide

: 106-95-6
allyl bromide

: 80887-33-8
2-acetamido-4-O-allyl-3-O-benzyl-2-deoxy-6-O-triphenylmethyl-β-D-glucopyranosyl azide

Guidance literature:: With sodium hydroxide; In N,N-dimethyl-formamide; for 5h; Ambient temperature;
DOI:10.1246/bcsj.54.3570

Reference yield:

: 29847-23-2
2-N-acetylamido-2-deoxy-β-D-glucopyranosyl azide

: 80887-33-8
2-acetamido-4-O-allyl-3-O-benzyl-2-deoxy-6-O-triphenylmethyl-β-D-glucopyranosyl azide

Guidance literature:: Multi-step reaction with 5 steps

1: 76 percent / formic acid / 0.5 h / Ambient temperature

2: 82 percent / barium oxide, barium hydroxide octahydrate / dimethylformamide / 2 h / Ambient temperature; 1.) N,N-dimethylformamide, RT, 2 h, 2.) chloroform, reflux, 2 h

3: 78 percent / 60 percent aq. acetic acid / 2 h / 90 - 95 °C

4: 84 percent / pyridine / 30 h / Ambient temperature

5: 89 percent / NaOH / dimethylformamide / 5 h / Ambient temperature

With pyridine; sodium hydroxide; formic acid; barium hydroxide octahydrate; acetic acid; barium(II) oxide; In N,N-dimethyl-formamide;
DOI:10.1246/bcsj.54.3570

Reference yield:

: 100-39-0
benzyl bromide

: 80887-33-8
2-acetamido-4-O-allyl-3-O-benzyl-2-deoxy-6-O-triphenylmethyl-β-D-glucopyranosyl azide

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / barium oxide, barium hydroxide octahydrate / dimethylformamide / 2 h / Ambient temperature; 1.) N,N-dimethylformamide, RT, 2 h, 2.) chloroform, reflux, 2 h

2: 78 percent / 60 percent aq. acetic acid / 2 h / 90 - 95 °C

3: 84 percent / pyridine / 30 h / Ambient temperature

4: 89 percent / NaOH / dimethylformamide / 5 h / Ambient temperature

With pyridine; sodium hydroxide; barium hydroxide octahydrate; acetic acid; barium(II) oxide; In N,N-dimethyl-formamide;
DOI:10.1246/bcsj.54.3570