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

Base Information

Chemical Name:methyl 2-acetamido-3,6-di-O-benzyl-4-O-<3,4-O-benzylidene-6-deoxy-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-2-deoxy-β-D-glucopyranoside
CAS No.:144685-29-0
Molecular Formula:C₆₃H₇₁NO₁₄
Molecular Weight:1066.26
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 6 articles about methyl 2-acetamido-3,6-di-O-benzyl-4-O-<3,4-O-benzylidene-6-deoxy-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-2-deoxy-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: 81.0%

: 33639-77-9
perbenzyl fucosyl bromide

: 144685-25-6,144732-87-6
methyl 2-acetamido-3,6-di-O-benzyl-4-O-(3,4-O-benzylidene-6-deoxy-β-D-galactopyranosyl)-2-deoxy-β-D-glucopyranoside

: 144685-29-0,144732-88-7
methyl 2-acetamido-3,6-di-O-benzyl-4-O-<3,4-O-benzylidene-6-deoxy-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-2-deoxy-β-D-glucopyranoside

Guidance literature:: With 4 A molecular sieve; tetraethylammonium bromide; In dichloromethane; N,N-dimethyl-formamide; for 20h;

Reference yield:

: 5158-64-5,14227-85-1,16741-27-8,24877-07-4,36807-84-8,39524-38-4,41881-45-2,60978-06-5,69483-13-2,69980-52-5,75247-28-8,75247-29-9,80483-13-2,80483-14-3,89301-86-0,96648-29-2,108942-35-4,108942-38-7,138514-69-9,24404-52-2
2,3,4-tri-O-acetyl-D-fucopyranosyl bromide

: 144685-29-0,144732-88-7
methyl 2-acetamido-3,6-di-O-benzyl-4-O-<3,4-O-benzylidene-6-deoxy-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 68 percent / Hg(CN)2, CaSO₄ / benzene; nitromethane / 48 h / 40 °C

2: 92 percent / methanolic 0.08 N MeONa / 16 h

3: 99 percent / p-toluenesulfonic acid monohydrate / acetonitrile / 0.5 h

4: 81 percent / 4 Angstroem molecular sieves, tetraethylammonium bromide / CH₂Cl₂; dimethylformamide / 20 h

With calcium sulfate; 4 A molecular sieve; tetraethylammonium bromide; sodium methylate; mercury(II) cyanide; toluene-4-sulfonic acid; In nitromethane; dichloromethane; N,N-dimethyl-formamide; acetonitrile; benzene;

Reference yield:

: 142560-73-4
methyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

: 144685-29-0,144732-88-7
methyl 2-acetamido-3,6-di-O-benzyl-4-O-<3,4-O-benzylidene-6-deoxy-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 66 percent / HCl, sodium cyanoborohydride / diethyl ether; tetrahydrofuran / 0 °C

2: 68 percent / Hg(CN)2, CaSO₄ / benzene; nitromethane / 48 h / 40 °C

3: 92 percent / methanolic 0.08 N MeONa / 16 h

4: 99 percent / p-toluenesulfonic acid monohydrate / acetonitrile / 0.5 h

5: 81 percent / 4 Angstroem molecular sieves, tetraethylammonium bromide / CH₂Cl₂; dimethylformamide / 20 h

With hydrogenchloride; calcium sulfate; 4 A molecular sieve; tetraethylammonium bromide; sodium methylate; mercury(II) cyanide; sodium cyanoborohydride; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; nitromethane; dichloromethane; N,N-dimethyl-formamide; acetonitrile; benzene;