benzyl O-(3,4,6-tri-O-acetyl-2-O-allyl-α-D-glucopyranosyl)-(1->2)-O-(3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-β-D-glucopyranoside

Base Information

Chemical Name:benzyl O-(3,4,6-tri-O-acetyl-2-O-allyl-α-D-glucopyranosyl)-(1->2)-O-(3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-β-D-glucopyranoside
CAS No.:112468-78-7
Molecular Formula:C₇₆H₈₄O₁₉
Molecular Weight:1301.49
Hs Code.:

Synonyms:benzyl O-(3,4,6-tri-O-acetyl-2-O-allyl-α-D-glucopyranosyl)-(1->2)-O-(3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-β-D-glucopyranoside

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Chemical Property of benzyl O-(3,4,6-tri-O-acetyl-2-O-allyl-α-D-glucopyranosyl)-(1->2)-O-(3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-β-D-glucopyranoside

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Technology Process of benzyl O-(3,4,6-tri-O-acetyl-2-O-allyl-α-D-glucopyranosyl)-(1->2)-O-(3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-β-D-glucopyranoside

There total 18 articles about benzyl O-(3,4,6-tri-O-acetyl-2-O-allyl-α-D-glucopyranosyl)-(1->2)-O-(3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->2)-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: 71.0%

: 112289-12-0
3,4,6-tri-O-acetyl-2-O-allyl-β-D-glucopyranosyl chloride

: 112289-16-4
benzyl 3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-β-D-glucopyranoside

: 112468-78-7
benzyl O-(3,4,6-tri-O-acetyl-2-O-allyl-α-D-glucopyranosyl)-(1->2)-O-(3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: With molecular sieve; silver perchlorate; In 1,2-dimethoxyethane; diethyl ether; at 0 ℃; for 1h;
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

: 112468-78-7
benzyl O-(3,4,6-tri-O-acetyl-2-O-allyl-α-D-glucopyranosyl)-(1->2)-O-(3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 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

4: 92 percent / sodium hydride / dimethylformamide / 3 h / Ambient temperature

5: 88 percent / sodium acetate / palladium chloride / aq. acetic acid / Ambient temperature

6: 71 percent / silver perchlorate, molecular sieve / diethyl ether; 1,2-dimethoxy-ethane / 1 h / 0 °C

With calcium sulfate; molecular sieve; sodium methylate; sodium acetate; silver perchlorate; sodium hydride; silver carbonate; palladium dichloride; In methanol; 1,2-dimethoxyethane; diethyl ether; dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(87)80204-5

Reference yield:

: 53929-30-9,61134-30-3,61820-04-0,78355-19-8,90465-39-7,120269-17-2,90302-50-4
benzyl 3,4,6-tetra-O-benzyl-β-G-glucopyranoside

: 112468-78-7
benzyl O-(3,4,6-tri-O-acetyl-2-O-allyl-α-D-glucopyranosyl)-(1->2)-O-(3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

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

2: 94 percent / sodium methoxide / CH₂Cl₂; methanol / Ambient temperature

3: 92 percent / sodium hydride / dimethylformamide / 3 h / Ambient temperature

4: 88 percent / sodium acetate / palladium chloride / aq. acetic acid / Ambient temperature

5: 71 percent / silver perchlorate, molecular sieve / diethyl ether; 1,2-dimethoxy-ethane / 1 h / 0 °C

With molecular sieve; sodium methylate; sodium acetate; silver perchlorate; sodium hydride; palladium dichloride; In methanol; 1,2-dimethoxyethane; diethyl ether; dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(87)80204-5