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

Base Information

Chemical Name:benzyl 2,6-di-O-benzyl-4-O-<6-O-benzyl-3,4-O-isopropylidene-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside
CAS No.:109923-06-0
Molecular Formula:C₇₀H₇₈O₁₅
Molecular Weight:1159.38
Hs Code.:

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

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

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

There total 5 articles about benzyl 2,6-di-O-benzyl-4-O-<6-O-benzyl-3,4-O-isopropylidene-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-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: 55.0%

: 33639-77-9
perbenzyl fucosyl bromide

: 105186-56-9
benzyl 2,6,6'-tri-O-benzyl-3',4'-O-isopropylidene-β-lactoside

: 109923-06-0
benzyl 2,6-di-O-benzyl-4-O-<6-O-benzyl-3,4-O-isopropylidene-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside

Guidance literature:: With 4 A molecular sieve; tetraethylammonium bromide; In dichloromethane; N,N-dimethyl-formamide; for 50h; Ambient temperature; var.: add of ethyldiisopropylamine, 10 d;
DOI:10.1016/S0008-6215(00)90025-9

Reference yield:

: 18404-73-4
(2R,3R,4R,5S,6R)-2-(benzyloxy)-5-(((3aS,4R,6S,7R,7aR)-7-hydroxy-4-(hydroxymethyl)-2,2-dimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-6-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4-diol

: 109923-06-0
benzyl 2,6-di-O-benzyl-4-O-<6-O-benzyl-3,4-O-isopropylidene-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 1) tributyltin oxide, mol. sieves 4A, 2) N-methylimidazole / 1) toluene, 20 h, 120 deg C, 2) toluene, 95 to 100 deg C, 6.5 h

2: 44 percent / N-methylimidazole / 60 h / 95 - 100 °C

3: 55 percent / Et₄NBr, mol. sieves 4A / CH₂Cl₂; dimethylformamide / 50 h / Ambient temperature; var.: add of ethyldiisopropylamine, 10 d

With 1-methyl-1H-imidazole; 4 A molecular sieve; tributyltin oxide; tetraethylammonium bromide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)90025-9

Reference yield:

: 100-39-0
benzyl bromide

: 109923-06-0
benzyl 2,6-di-O-benzyl-4-O-<6-O-benzyl-3,4-O-isopropylidene-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 1) tributyltin oxide, mol. sieves 4A, 2) N-methylimidazole / 1) toluene, 20 h, 120 deg C, 2) toluene, 95 to 100 deg C, 6.5 h

2: 44 percent / N-methylimidazole / 60 h / 95 - 100 °C

3: 55 percent / Et₄NBr, mol. sieves 4A / CH₂Cl₂; dimethylformamide / 50 h / Ambient temperature; var.: add of ethyldiisopropylamine, 10 d

With 1-methyl-1H-imidazole; 4 A molecular sieve; tributyltin oxide; tetraethylammonium bromide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)90025-9