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

Base Information

Chemical Name:benzyl 2,3,6-tri-O-benzyl-4-O-(4,6-O-benzylidene-2,3-di-O-benzyl-α-D-glucopyranosyl)-β-D-glucopyranoside
CAS No.:219953-93-2
Molecular Formula:C₆₁H₆₂O₁₁
Molecular Weight:971.157
Hs Code.:

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

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

There total 6 articles about benzyl 2,3,6-tri-O-benzyl-4-O-(4,6-O-benzylidene-2,3-di-O-benzyl-α-D-glucopyranosyl)-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: 89.0%

: 219953-91-0
benzyl-{O⁴-[O⁴,O⁶-((R)-benzylidene)-α-D-glucopyranosyl]-β-D-glucopyranoside}

: 100-39-0
benzyl bromide

: 219953-93-2
benzyl 2,3,6-tri-O-benzyl-4-O-(4,6-O-benzylidene-2,3-di-O-benzyl-α-D-glucopyranosyl)-β-D-glucopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 2h;
DOI:10.1246/bcsj.71.2893

Reference yield:

: 100-39-0
benzyl bromide

: 4-O-(4,6-O-benzylidene-α-D-glucopyranosyl)-D-glucopyranose

: 219953-93-2
benzyl 2,3,6-tri-O-benzyl-4-O-(4,6-O-benzylidene-2,3-di-O-benzyl-α-D-glucopyranosyl)-β-D-glucopyranoside

: benzyl 2,3,6-tri-O-benzyl-4-O-(4,6-O-benzylidene-2,3-di-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; Title compound not separated from byproducts;
DOI:10.1016/S0008-6215(00)00306-2

Reference yield:

: 4753-07-5,5160-10-1,14206-57-6,14227-66-8,14257-35-3,67650-37-7,68682-05-3,69308-57-2,69349-74-2,70223-96-0,70223-97-1,71276-38-5,85248-99-3,118493-15-5,120575-76-0,42385-75-1
α-hepta-O-acetylmaltosyl bromide

: 219953-93-2
benzyl 2,3,6-tri-O-benzyl-4-O-(4,6-O-benzylidene-2,3-di-O-benzyl-α-D-glucopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: mercury(II) cyanide / nitromethane / 20 °C

2: 6.86 g / sodium methoxide / methanol

3: 52 percent / p-toluenesulfonic acid monohydrate / dimethylformamide

4: 89 percent / sodium hydride / dimethylformamide / 2 h / 0 - 20 °C

With sodium methylate; mercury(II) cyanide; sodium hydride; toluene-4-sulfonic acid; In methanol; nitromethane; N,N-dimethyl-formamide; 1: Etherification / 2: Deacetylation / 3: Cyclization / 4: Etherification;
DOI:10.1246/bcsj.71.2893