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

Base Information

• Chemical Name: methyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-methanesulfonyl-4-O-<3,4,6-tri-O-benzyl-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside
• CAS No.: 142466-91-9
• Molecular Formula: C₇₁H₈₁NO₁₇S
• Molecular Weight: 1252.49
• Mol file: 142466-91-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 6 articles about methyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-methanesulfonyl-4-O-<3,4,6-tri-O-benzyl-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: 90.0%

perbenzyl fucosyl bromide (33639-77-9) + methyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-methanesulfonyl-4-O-(3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside (142466-88-4) → methyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-methanesulfonyl-4-O-<3,4,6-tri-O-benzyl-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside (142466-91-9)

Guidance literature:

With 4 A molecular sieve; tetraethylammonium bromide; In dichloromethane; N,N-dimethyl-formamide; for 20h; Ambient temperature;

Reference yield:

methyl 2-acetamido-3-O-benzyl-2-deoxy-β-D-glucopyranoside (69892-45-1) → methyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-methanesulfonyl-4-O-<3,4,6-tri-O-benzyl-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside (142466-91-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 77 percent / pyridine / 1.17 h / -20 °C

2: 74 percent / Hg(CN)2 / toluene; nitromethane / 1 h / 40 °C

3: 75 percent / sodium methoxide / methanol

4: 90 percent / Et₄NBr, 4 Angstroem molecular sieves / CH₂Cl₂; dimethylformamide / 20 h / Ambient temperature

With pyridine; 4 A molecular sieve; tetraethylammonium bromide; sodium methylate; mercury(II) cyanide; In methanol; nitromethane; dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

benzyl bromide (100-39-0) → methyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-methanesulfonyl-4-O-<3,4,6-tri-O-benzyl-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside (142466-91-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 82 percent / BaO, Ba(OH)2*8H₂O / dimethylformamide / 2 h

2: 96 percent / 80percent acetic acid / 0.25 h / 80 °C

3: 77 percent / pyridine / 1.17 h / -20 °C

4: 74 percent / Hg(CN)2 / toluene; nitromethane / 1 h / 40 °C

5: 75 percent / sodium methoxide / methanol

6: 90 percent / Et₄NBr, 4 Angstroem molecular sieves / CH₂Cl₂; dimethylformamide / 20 h / Ambient temperature

With pyridine; barium dihydroxide; 4 A molecular sieve; tetraethylammonium bromide; sodium methylate; mercury(II) cyanide; acetic acid; barium(II) oxide; In methanol; nitromethane; dichloromethane; N,N-dimethyl-formamide; toluene;

upstream raw materials:

perbenzyl fucosyl bromide

methyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-methanesulfonyl-4-O-(3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside

methyl 2-acetamido-3-O-benzyl-2-deoxy-β-D-glucopyranoside

benzyl bromide

Downstream raw materials:

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

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

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

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