allyl O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:allyl O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside
CAS No.:126628-26-0
Molecular Formula:C₄₇H₅₄N₂O₁₁
Molecular Weight:822.953
Hs Code.:

Synonyms:allyl O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

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Chemical Property of allyl O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

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Technology Process of allyl O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

There total 3 articles about allyl O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-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:

: 7284-18-6
chitobiose octaacetate

: 126628-26-0
allyl O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) trimethylsilyl trifluoromethanesulfonate, 2.) triethylamine / 1.) 1,2-dichloroethane, 50 deg C, 5 h

2: 53 percent / trifluoromethanesulfonic acid / CHCl₃ / 5 h / 90 °C

3: 97 percent / sodium methoxide / methanol / 3 h / Ambient temperature

4: 1.) p-toluenesulfonic acid monohydrate, 2.) barium oxide, barium hydroxyde octahydrate / 1.) DMF, ca. 1.33 kPa, 60-80 deg C, 2 h, 2.) DMF, 16 h, room temperature

With barium dihydroxide; trimethylsilyl trifluoromethanesulfonate; sodium methylate; toluene-4-sulfonic acid; triethylamine; barium(II) oxide; trifluorormethanesulfonic acid; In methanol; chloroform;
DOI:10.1016/0008-6215(89)85021-9

Reference yield:

: 22854-03-1
(3aR)-7c-acetoxy-5c-acetoxymethyl-2-methyl-(3ar,7ac)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]oxazol-6t-yl tri-O-acetyl-2-acetylamino-β-D-2-deoxy-glucopyranoside

: 126628-26-0
allyl O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 53 percent / trifluoromethanesulfonic acid / CHCl₃ / 5 h / 90 °C

2: 97 percent / sodium methoxide / methanol / 3 h / Ambient temperature

3: 1.) p-toluenesulfonic acid monohydrate, 2.) barium oxide, barium hydroxyde octahydrate / 1.) DMF, ca. 1.33 kPa, 60-80 deg C, 2 h, 2.) DMF, 16 h, room temperature

With barium dihydroxide; sodium methylate; toluene-4-sulfonic acid; barium(II) oxide; trifluorormethanesulfonic acid; In methanol; chloroform;
DOI:10.1016/0008-6215(89)85021-9

Reference yield:

: 28738-45-6
allyl O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1->4)-2-acetamido-3,6-di-O-acetyl-2-deoxy-β-SD-glucopyranoside

: 126628-26-0
allyl O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / sodium methoxide / methanol / 3 h / Ambient temperature

2: 1.) p-toluenesulfonic acid monohydrate, 2.) barium oxide, barium hydroxyde octahydrate / 1.) DMF, ca. 1.33 kPa, 60-80 deg C, 2 h, 2.) DMF, 16 h, room temperature

With barium dihydroxide; sodium methylate; toluene-4-sulfonic acid; barium(II) oxide; In methanol;
DOI:10.1016/0008-6215(89)85021-9