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

Base Information

Chemical Name:allyl 4-O-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-β-D-glucopyranoside
CAS No.:131267-28-2
Molecular Formula:C₅₉H₆₄O₁₂
Molecular Weight:965.15
Hs Code.:

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

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

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

There total 8 articles about allyl 4-O-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-glucopyranosyl)-2,3,6-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: 95.0%

: 108-24-7
acetic anhydride

: 131267-27-1
allyl 2,3,6-tri-O-benzyl-4-O-(2,3,4-tri-O-benzyl-β-D-glucopyranosyl)-β-D-glucopyranoside

: 131267-28-2
allyl 4-O-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: With pyridine; Ambient temperature;
DOI:10.1016/0008-6215(90)80143-Q

Reference yield: 42.0%

: 108-24-7
acetic anhydride

: 84396-49-6
allyl O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-(1[*]4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

: 131267-28-2
allyl 4-O-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: With acetic acid; zinc(II) chloride; In dichloromethane; at 20 ℃; for 4h; regioselective reaction;
DOI:10.1002/ejoc.201300064

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 131267-28-2
allyl 4-O-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: toluene-p-sulfonic acid / dimethylformamide / 2 h / 100 °C

2: 1.) sodium hydride / 1.) N,N-dimethylformamide, 30 min, room temperature, 2.) 4 h, room temperature

3: 60 percent / lithium aluminium hydride, aluminium chloride / diethyl ether; CH₂Cl₂ / 2.5 h / Heating

4: 95 percent / pyridine / Ambient temperature

With pyridine; lithium aluminium tetrahydride; aluminium trichloride; sodium hydride; toluene-4-sulfonic acid; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(90)80143-Q