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

Base Information

Chemical Name:allyl O-(2,3-di-O-benzyl-4,6-O-isopropylidene-α-D-glucopyranosyl)-(1->4)-(2,3,6-tri-O-benzyl-β-D-glucopyranoside)
CAS No.:113842-88-9
Molecular Formula:C₅₃H₆₀O₁₁
Molecular Weight:873.053
Hs Code.:

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

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

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

There total 4 articles about allyl O-(2,3-di-O-benzyl-4,6-O-isopropylidene-α-D-glucopyranosyl)-(1->4)-(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: 83.0%

: 100-39-0
benzyl bromide

: 97777-14-5
allyl O-(4,6-O-isopropylidene-α-D-glucopyranosyl)-(1->4)-β-D-glucopyranoside

: 113842-88-9
allyl O-(2,3-di-O-benzyl-4,6-O-isopropylidene-α-D-glucopyranosyl)-(1->4)-(2,3,6-tri-O-benzyl-β-D-glucopyranoside)

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(85)85239-3

Reference yield:

: 97777-13-4
allyl O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1<*>4)-2,3,6-tri-O-acetyl-β-D-gluco-pyranoside

: 113842-88-9
allyl O-(2,3-di-O-benzyl-4,6-O-isopropylidene-α-D-glucopyranosyl)-(1->4)-(2,3,6-tri-O-benzyl-β-D-glucopyranoside)

Guidance literature:: Multi-step reaction with 3 steps

1: 3.3 g / 0.5M NaOMe / methanol / 2 h / 20 °C

2: 2.3 g / p-TsOH*H₂O / dimethylformamide / 1 h / 20 °C

3: 1.) 50percent NaH in oil / 1.DMF, 20 deg C, 30 min 2.) DMF, 1h

With sodium methylate; sodium hydride; toluene-4-sulfonic acid; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(87)80136-2

Reference yield:

: 113842-87-8
allyl α-D-glucopyranosyl-(1->4)-β-D-glcopyranoside

: 113842-88-9
allyl O-(2,3-di-O-benzyl-4,6-O-isopropylidene-α-D-glucopyranosyl)-(1->4)-(2,3,6-tri-O-benzyl-β-D-glucopyranoside)

Guidance literature:: Multi-step reaction with 2 steps

1: 2.3 g / p-TsOH*H₂O / dimethylformamide / 1 h / 20 °C

2: 1.) 50percent NaH in oil / 1.DMF, 20 deg C, 30 min 2.) DMF, 1h

With sodium hydride; toluene-4-sulfonic acid; In N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(87)80136-2