methyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->6)-O-(2-acetamido-3-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside

Base Information

Chemical Name:methyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->6)-O-(2-acetamido-3-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside
CAS No.:116388-45-5
Molecular Formula:C₇₀H₇₉NO₁₅
Molecular Weight:1174.39
Hs Code.:

Synonyms:methyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->6)-O-(2-acetamido-3-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside

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Chemical Property of methyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->6)-O-(2-acetamido-3-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside

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Technology Process of methyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->6)-O-(2-acetamido-3-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside

There total 5 articles about methyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->6)-O-(2-acetamido-3-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-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: 78.6%

: 33639-77-9
perbenzyl fucosyl bromide

: 116388-42-2
methyl 3-O-(2-acetamido-3-O-benzyl-2-deoxy-β-D-glucopyranosyl)-2,4,6-tri-O-benzyl-β-D-galactopyranoside

: 116388-45-5
methyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->6)-O-(2-acetamido-3-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside

Guidance literature:: With 4 A molecular sieve; N-ethyl-N,N-diisopropylamine; tetraethylammonium bromide; In dichloromethane; for 24h; Ambient temperature;
DOI:10.1016/S0008-6215(00)90841-3

Reference yield:

: 100-39-0
benzyl bromide

: 116388-45-5
methyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->6)-O-(2-acetamido-3-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 71.5 percent / 60 percent NaH / dimethylformamide; paraffin / 1.) 0.5 h, RT; 2.) 16 h, RT

2: 81.6 percent / sodium cyanoborohydride, molecular sieves 3 A, HCl / tetrahydrofuran; diethyl ether / 0.25 h

3: 91.6 percent / 80 percent aq. acetic acid / 1 h / 80 °C

4: 78.6 percent / 4 A molecular sieves, ethyldiisopropylamine / tetraethylammonium bromide / CH₂Cl₂ / 24 h / Ambient temperature

With hydrogenchloride; 3 A molecular sieve; 4 A molecular sieve; sodium hydride; sodium cyanoborohydride; acetic acid; N-ethyl-N,N-diisopropylamine; tetraethylammonium bromide; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; paraffin;
DOI:10.1016/S0008-6215(00)90841-3

Reference yield:

: 116388-41-1
methyl O-(2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1-3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside

: 116388-45-5
methyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->6)-O-(2-acetamido-3-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 91.6 percent / 80 percent aq. acetic acid / 1 h / 80 °C

2: 78.6 percent / 4 A molecular sieves, ethyldiisopropylamine / tetraethylammonium bromide / CH₂Cl₂ / 24 h / Ambient temperature

With 4 A molecular sieve; acetic acid; N-ethyl-N,N-diisopropylamine; tetraethylammonium bromide; In dichloromethane;
DOI:10.1016/S0008-6215(00)90841-3