benzyl 2-O-(2-O-allyl-α-D-glucopyranosyl)-3,4,6-tri-O-benzyl-β-D-glucopyranoside

Base Information

Chemical Name:benzyl 2-O-(2-O-allyl-α-D-glucopyranosyl)-3,4,6-tri-O-benzyl-β-D-glucopyranoside
CAS No.:112289-11-9
Molecular Formula:C₄₃H₅₀O₁₁
Molecular Weight:742.863
Hs Code.:

Synonyms:benzyl 2-O-(2-O-allyl-α-D-glucopyranosyl)-3,4,6-tri-O-benzyl-β-D-glucopyranoside

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Chemical Property of benzyl 2-O-(2-O-allyl-α-D-glucopyranosyl)-3,4,6-tri-O-benzyl-β-D-glucopyranoside

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Technology Process of benzyl 2-O-(2-O-allyl-α-D-glucopyranosyl)-3,4,6-tri-O-benzyl-β-D-glucopyranoside

There total 10 articles about benzyl 2-O-(2-O-allyl-α-D-glucopyranosyl)-3,4,6-tri-O-benzyl-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: 94.0%

: 112302-50-8
benzyl 3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-acetyl-2-O-allyl-α-D-glucopyranosyl)-β-D-glucopyranoside

: 112289-11-9
benzyl 2-O-(2-O-allyl-α-D-glucopyranosyl)-3,4,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: With sodium methylate; In methanol; dichloromethane; Ambient temperature;
DOI:10.1016/0008-6215(87)80204-5

Reference yield:

: 20770-92-7
methyl 2-O-allyl-4,6-O-benzylidene-α-D-glucopyranoside

: 112289-11-9
benzyl 2-O-(2-O-allyl-α-D-glucopyranosyl)-3,4,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 92 percent / acetic acid / 0.25 h / 100 °C

2: 81 percent / M sulfuric acid / 16 h / 100 °C

3: pyridine

4: 94 percent / hydrogen bromide in acetic acid / CH₂Cl₂ / 0.5 h / 0 °C

5: 88 percent / tetraethylammonium chloride / acetonitrile / Ambient temperature

6: 75 percent / silver perchlorate, molecular sieve / 1 h / 0 °C

7: 94 percent / sodium methoxide / CH₂Cl₂; methanol / Ambient temperature

With pyridine; molecular sieve; sulfuric acid; tetraethylammonium chloride; hydrogen bromide; sodium methylate; silver perchlorate; In methanol; dichloromethane; acetic acid; acetonitrile;
DOI:10.1016/0008-6215(87)80204-5

Reference yield:

: 55659-53-5,77790-47-7,93381-69-2,53270-13-6
2-O-acetyl-3,4,6-tri-O-benzyl-α-D-glucopyranosyl bromide

: 112289-11-9
benzyl 2-O-(2-O-allyl-α-D-glucopyranosyl)-3,4,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 1) silver carbonate, Drierite 2) sodium methoxide / 1.) ether:benzene (1:1), room temp., overnight 2) methanol, room temp., 6 h

2: 75 percent / silver perchlorate, molecular sieve / 1 h / 0 °C

3: 94 percent / sodium methoxide / CH₂Cl₂; methanol / Ambient temperature

With calcium sulfate; molecular sieve; sodium methylate; silver perchlorate; silver carbonate; In methanol; dichloromethane;
DOI:10.1016/0008-6215(87)80204-5