allyl 2,3,6-tri-O-benzyl-6-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

Base Information

Chemical Name:allyl 2,3,6-tri-O-benzyl-6-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside
CAS No.:103136-42-1
Molecular Formula:C₅₃H₆₀O₁₁
Molecular Weight:873.053
Hs Code.:

Synonyms:allyl 2,3,6-tri-O-benzyl-6-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 5 articles about allyl 2,3,6-tri-O-benzyl-6-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-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: 97.0%

: 100-39-0
benzyl bromide

: 103136-40-9
Allyl O-(3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-β-D-glucopyranoside

: 103136-42-1
allyl 2,3,6-tri-O-benzyl-6-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; for 6h; Ambient temperature;
DOI:10.1016/S0040-4039(00)85177-1 DOI:10.1016/S0040-4020(01)87797-8

Reference yield:

: 50256-34-3,97777-13-4,103136-39-6
allyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

: 103136-42-1
allyl 2,3,6-tri-O-benzyl-6-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / 0.5 M methanolic NaOMe / methanol / 2 h / Ambient temperature

2: 88 percent / camphorsulfonic acid / 48 h / Ambient temperature

3: NaH / dimethylformamide; paraffin / 4 h / Ambient temperature

With camphor-10-sulfonic acid; sodium methylate; sodium hydride; In methanol; N,N-dimethyl-formamide; paraffin;
DOI:10.1016/0008-6215(93)84191-8

Reference yield:

: 52211-61-7
(2S,3R,4S,5R,6R)-2-(((2R,3S,4R,5R,6R)-6-(allyloxy)-4,5-dihydroxy-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

: 103136-42-1
allyl 2,3,6-tri-O-benzyl-6-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / camphorsulfonic acid / 48 h / Ambient temperature

2: NaH / dimethylformamide; paraffin / 4 h / Ambient temperature

With camphor-10-sulfonic acid; sodium hydride; In N,N-dimethyl-formamide; paraffin;
DOI:10.1016/0008-6215(93)84191-8