methyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-4-O-[2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,4-di-O-benzyl-3,6-deoxy-α-D-arabino-hexopyranosyl)-β-D-galactopyranosyl]-β-D-glucopyranoside

Base Information

Chemical Name:methyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-4-O-[2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,4-di-O-benzyl-3,6-deoxy-α-D-arabino-hexopyranosyl)-β-D-galactopyranosyl]-β-D-glucopyranoside
CAS No.:187142-89-8
Molecular Formula:C₇₈H₉₀N₂O₁₈
Molecular Weight:1343.58
Hs Code.:

methyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-4-O-[2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,4-di-O-benzyl-3,6-deoxy-α-D-arabino-hexopyranosyl)-β-D-galactopyranosyl]-β-D-glucopyranoside

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Suppliers and Price of methyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-4-O-[2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,4-di-O-benzyl-3,6-deoxy-α-D-arabino-hexopyranosyl)-β-D-galactopyranosyl]-β-D-glucopyranoside

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

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

There total 12 articles about methyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-4-O-[2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,4-di-O-benzyl-3,6-deoxy-α-D-arabino-hexopyranosyl)-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: 39.0%

: 187746-20-9
(2R,3S,5S,6R)-3,5-Bis-benzyloxy-2-chloro-6-methyl-tetrahydro-pyran

: 187142-86-5
C₅₈H₆₈N₂O₁₅

: 187142-90-1
methyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-4-O-[2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,4-di-O-benzyl-3,6-deoxy-β-D-arabino-hexopyranosyl)-β-D-galactopyranosyl]-β-D-glucopyranoside

: 187142-89-8
methyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-4-O-[2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,4-di-O-benzyl-3,6-deoxy-α-D-arabino-hexopyranosyl)-β-D-galactopyranosyl]-β-D-glucopyranoside

Guidance literature:: With 4 A molecular sieve; silver zeolite; In dichloromethane; for 30h; Ambient temperature;
DOI:10.1016/S0968-0896(96)00182-4

Reference yield:

: 33639-77-9
perbenzyl fucosyl bromide

: 187142-89-8
methyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-4-O-[2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,4-di-O-benzyl-3,6-deoxy-α-D-arabino-hexopyranosyl)-β-D-galactopyranosyl]-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 65 percent / Et₄NBr, mol. sieves 4A / CH₂Cl₂; dimethylformamide / 144 h

2: hydrazine hydrate / ethanol; toluene / 12 h / Heating

3: methanol / 4 h / Ambient temperature

4: 39 percent / mol. sieves 4A, silver zeolite / CH₂Cl₂ / 30 h / Ambient temperature

With 4 A molecular sieve; silver zeolite; tetraethylammonium bromide; hydrazine hydrate; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0968-0896(96)00182-4

Reference yield:

: 81927-56-2
methyl 4,6-O-benzylidene-2-deoxy-2-phthalimide-β-D-glucopyranoside

: 187142-89-8
methyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-4-O-[2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,4-di-O-benzyl-3,6-deoxy-α-D-arabino-hexopyranosyl)-β-D-galactopyranosyl]-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) NaBH₃CN, mol. sieves 3A, 2.) HCl / 1.) THF, RT, 30 min, 2.) THF, ether, RT, 3 h

2: 81 percent / mol. sieves 4A, NIS, AgOTf / CH₂Cl₂; toluene / 0.33 h / -45 °C

3: 65 percent / Et₄NBr, mol. sieves 4A / CH₂Cl₂; dimethylformamide / 144 h

4: hydrazine hydrate / ethanol; toluene / 12 h / Heating

5: methanol / 4 h / Ambient temperature

6: 39 percent / mol. sieves 4A, silver zeolite / CH₂Cl₂ / 30 h / Ambient temperature

With hydrogenchloride; N-iodo-succinimide; 3 A molecular sieve; 4 A molecular sieve; silver zeolite; tetraethylammonium bromide; silver trifluoromethanesulfonate; sodium cyanoborohydride; hydrazine hydrate; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0968-0896(96)00182-4