benzyl 2,6-di-O-benzyl-3-O-methyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Base Information

Chemical Name:benzyl 2,6-di-O-benzyl-3-O-methyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-glucopyranoside
CAS No.:95906-54-0
Molecular Formula:C₆₂H₅₈O₁₅
Molecular Weight:1043.13
Hs Code.:

Synonyms:benzyl 2,6-di-O-benzyl-3-O-methyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-glucopyranoside

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Chemical Property of benzyl 2,6-di-O-benzyl-3-O-methyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-glucopyranoside

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Technology Process of benzyl 2,6-di-O-benzyl-3-O-methyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-glucopyranoside

There total 6 articles about benzyl 2,6-di-O-benzyl-3-O-methyl-4-O-(2,3,4,6-tetra-O-benzoyl-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: 84.0%

: 61198-88-7
2,3,4,6-tetra-O-benzoyl-α-D-galactopyranosyl bromide

: 95906-52-8
benzyl 2,6-di-O-benzyl-3-O-methyl-β-D-glucopyranoside

: 95906-54-0
benzyl 2,6-di-O-benzyl-3-O-methyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: With silver trifluoromethanesulfonate; In dichloromethane; toluene; for 0.25h; molecular sieves;
DOI:10.1016/0008-6215(85)85168-5

Reference yield:

: 86420-81-7
benzyl 2-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside

: 95906-54-0
benzyl 2,6-di-O-benzyl-3-O-methyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 1.)sodium hydride 2.)methanol / 1.)sodium hydride, DMF, 5 min 2.)methanol, 5 min

2: 80 percent / sodium cyanoborohydride, HCl / tetrahydrofuran

3: 84 percent / silver triflate / CH₂Cl₂; toluene / 0.25 h / molecular sieves

With hydrogenchloride; methanol; silver trifluoromethanesulfonate; sodium hydride; sodium cyanoborohydride; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/0008-6215(85)85168-5

Reference yield:

: 30607-98-8,35905-28-3,40983-94-6,56341-65-2,57783-86-5,58006-32-9,72869-10-4,73366-72-0,79549-73-8,110850-30-1,113973-86-7,117895-05-3
benzyl 4,6-O-benzylidene-β-D-glucopyranoside

: 95906-54-0
benzyl 2,6-di-O-benzyl-3-O-methyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1.)tetrabutylammonium hydrogensulfate, 5 percent aq. sodium hydroxide 2.)methanol / 1.)tetrabutylammonium hydrogensulfate, 5 percent aq. sodium hydroxide, reflux 2.)methanol, 1 h, reflux

2: 1.)sodium hydride 2.)methanol / 1.)sodium hydride, DMF, 5 min 2.)methanol, 5 min

3: 80 percent / sodium cyanoborohydride, HCl / tetrahydrofuran

4: 84 percent / silver triflate / CH₂Cl₂; toluene / 0.25 h / molecular sieves

With hydrogenchloride; methanol; sodium hydroxide; silver trifluoromethanesulfonate; tetra(n-butyl)ammonium hydrogensulfate; sodium hydride; sodium cyanoborohydride; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/0008-6215(85)85168-5