Methyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzyl-β-D-glucopyranoside

Base Information

Chemical Name:Methyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzyl-β-D-glucopyranoside
CAS No.:156124-94-6
Molecular Formula:C₇₁H₈₀O₁₅
Molecular Weight:1173.41
Hs Code.:

Methyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzyl-β-D-glucopyranoside

Synonyms:Methyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzyl-β-D-glucopyranoside

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Chemical Property of Methyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzyl-β-D-glucopyranoside

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Technology Process of Methyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzyl-β-D-glucopyranoside

There total 4 articles about Methyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,6-di-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: 82.0%

: 33639-77-9
perbenzyl fucosyl bromide

: 156124-93-5
Methyl O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzyl-β-D-glucopyranoside

: 156124-94-6
Methyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzyl-β-D-glucopyranoside

Guidance literature:: With 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; mercury dibromide; In dichloromethane; at 25 ℃; for 31h;
DOI:10.1039/c39940000775

Reference yield:

: 98169-70-1
methyl 4-O-(3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

: 156124-94-6
Methyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 20 percent / NaOH, tetrabutylammonium bisulfate / benzene / 1.) r.t., 15 min, 2.) r.t., 24 h

2: 82 percent / HgBr₂, 4 Angstroem molecular sieves, 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 31 h / Ambient temperature

With sodium hydroxide; 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; tetra(n-butyl)ammonium hydrogensulfate; mercury dibromide; In dichloromethane; benzene;
DOI:10.1021/jo00111a008

Reference yield:

: 100-39-0
benzyl bromide

: 156124-94-6
Methyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,6-di-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 20 percent / NaOH, tetrabutylammonium bisulfate / benzene / 1.) r.t., 15 min, 2.) r.t., 24 h

2: 82 percent / HgBr₂, 4 Angstroem molecular sieves, 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 31 h / Ambient temperature

With sodium hydroxide; 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; tetra(n-butyl)ammonium hydrogensulfate; mercury dibromide; In dichloromethane; benzene;
DOI:10.1021/jo00111a008