octyl 3,4-di-O-benzyl-6-deoxy-6-phthalimido-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranoside

Base Information

Chemical Name:octyl 3,4-di-O-benzyl-6-deoxy-6-phthalimido-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranoside
CAS No.:155301-22-7
Molecular Formula:C₆₃H₇₁NO₁₁
Molecular Weight:1018.26
Hs Code.:

Synonyms:octyl 3,4-di-O-benzyl-6-deoxy-6-phthalimido-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranoside

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Chemical Property of octyl 3,4-di-O-benzyl-6-deoxy-6-phthalimido-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranoside

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Technology Process of octyl 3,4-di-O-benzyl-6-deoxy-6-phthalimido-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranoside

There total 5 articles about octyl 3,4-di-O-benzyl-6-deoxy-6-phthalimido-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranoside 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: 79.0%

: 33639-77-9
perbenzyl fucosyl bromide

: 155300-87-1
octyl 4,6-O-benzylidene-3-O-methyl-β-D-galactopyranoside

: 155301-22-7
octyl 3,4-di-O-benzyl-6-deoxy-6-phthalimido-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranoside

Guidance literature:: With 4 A molecular sieve; tetraethylammonium bromide; In dichloromethane; N,N-dimethyl-formamide; Ambient temperature; a) overnight, b) 2 d;
DOI:10.1016/0008-6215(94)84275-2

Reference yield:

: 155300-84-8
octyl 2,4,6-tri-O-benzyl-β-D-galactopyranoside

: 155301-22-7
octyl 3,4-di-O-benzyl-6-deoxy-6-phthalimido-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NaH / 1.) DMF, RT, 30 min, 2.) DMF, RT, 2 h

2: 85 percent / H₂ / 5percent Pd/C / methanol / 7 h / Ambient temperature

3: 72 percent / toluenesulfonic acid / acetonitrile / 8 h / Ambient temperature

4: 79 percent / a) tetraethylammonium bromide, 4A molecular sieves / CH₂Cl₂; dimethylformamide / Ambient temperature; a) overnight, b) 2 d

With 4 A molecular sieve; o-toluenesulfonic acid; tetraethylammonium bromide; hydrogen; sodium hydride; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/0008-6215(94)84275-2

Reference yield:

: 155300-85-9
octyl 2,4,6-tri-O-benzyl-3-O-methyl-β-D-galactopyranoside

: 155301-22-7
octyl 3,4-di-O-benzyl-6-deoxy-6-phthalimido-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / H₂ / 5percent Pd/C / methanol / 7 h / Ambient temperature

2: 72 percent / toluenesulfonic acid / acetonitrile / 8 h / Ambient temperature

3: 79 percent / a) tetraethylammonium bromide, 4A molecular sieves / CH₂Cl₂; dimethylformamide / Ambient temperature; a) overnight, b) 2 d

With 4 A molecular sieve; o-toluenesulfonic acid; tetraethylammonium bromide; hydrogen; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/0008-6215(94)84275-2