3-(2'-N-acetylamino-3',4',6'-tri-O-benzyl-2'-deoxy-β-D-glucopyranosyl)-1-propene

Base Information

Chemical Name:3-(2'-N-acetylamino-3',4',6'-tri-O-benzyl-2'-deoxy-β-D-glucopyranosyl)-1-propene
CAS No.:268725-01-5
Molecular Formula:C₃₂H₃₇NO₅
Molecular Weight:515.649
Hs Code.:

Synonyms:3-(2'-N-acetylamino-3',4',6'-tri-O-benzyl-2'-deoxy-β-D-glucopyranosyl)-1-propene

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 3-(2'-N-acetylamino-3',4',6'-tri-O-benzyl-2'-deoxy-β-D-glucopyranosyl)-1-propene

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Technology Process of 3-(2'-N-acetylamino-3',4',6'-tri-O-benzyl-2'-deoxy-β-D-glucopyranosyl)-1-propene

There total 2 articles about 3-(2'-N-acetylamino-3',4',6'-tri-O-benzyl-2'-deoxy-β-D-glucopyranosyl)-1-propene 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: 70.0%

: 100-39-0
benzyl bromide

: 180778-41-0
3-(2'-N-acetylamino-2'-deoxy-β-D-glucopyranosyl)-1-propene

: 268725-01-5
3-(2'-N-acetylamino-3',4',6'-tri-O-benzyl-2'-deoxy-β-D-glucopyranosyl)-1-propene

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 16.5h;
DOI:10.1016/S0008-6215(02)00487-1

Reference yield:

: 180980-29-4
5-acetamido-6,7,9-tri-O-acetyl-4,8-anhydro-1,2,3,5-tetradeoxy-D-glycero-D-ido-non-enitol

: 268725-01-5
3-(2'-N-acetylamino-3',4',6'-tri-O-benzyl-2'-deoxy-β-D-glucopyranosyl)-1-propene

Guidance literature:: Multi-step reaction with 2 steps

1: NaOMe; MeOH

2: NaH / dimethylformamide / 20 °C

With methanol; sodium methylate; sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(03)00818-9

Reference yield: 72.0%

: 268725-01-5
3-(2'-N-acetylamino-3',4',6'-tri-O-benzyl-2'-deoxy-β-D-glucopyranosyl)-1-propene

: N-((2S,3S,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-prop-2-ynyl-tetrahydro-pyran-3-yl)-acetamide

Guidance literature:: 3-(2'-N-acetylamino-3',4',6'-tri-O-benzyl-2'-deoxy-β-D-glucopyranosyl)-1-propene; With sodium periodate; osmium(VIII) oxide; In tetrahydrofuran; water; at 20 ℃;

With methanol; MeCOC(N₂)P(O)(OMe)2; potassium carbonate; at 20 ℃;
DOI:10.1016/S0040-4039(03)00818-9