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

Base Information

• Chemical Name: methyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-(3,4-di-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-3-O-<3,4-di-O-benzyl-6-O-methyl-2-O-(2-O-benzyl-3,4-di-O-methyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside
• CAS No.: 142466-71-5
• Molecular Formula: C₇₃H₉₁NO₁₉
• Molecular Weight: 1286.52
• Mol file: 142466-71-5.mol

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

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

There total 18 articles about methyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-(3,4-di-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-3-O-<3,4-di-O-benzyl-6-O-methyl-2-O-(2-O-benzyl-3,4-di-O-methyl-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: 81.0%

(3S,4R,5R,6S)-3-Benzyloxy-2-bromo-4,5-dimethoxy-6-methyl-tetrahydro-pyran (142466-37-3) + methyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-(3,4-di-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-3-O-(3,4-di-O-benzyl-6-O-methyl-β-D-galactopyranosyl)-β-D-glucopyranoside (142466-70-4) → methyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-(3,4-di-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-3-O-<3,4-di-O-benzyl-6-O-methyl-2-O-(2-O-benzyl-3,4-di-O-methyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside (142466-71-5)

Guidance literature:

With 4 A molecular sieve; tetraethylammonium bromide; In dichloromethane; N,N-dimethyl-formamide; for 48h;

Reference yield:

methyl 2-O-methyl-α-L-fucose (99603-80-2) → methyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-(3,4-di-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-3-O-<3,4-di-O-benzyl-6-O-methyl-2-O-(2-O-benzyl-3,4-di-O-methyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside (142466-71-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) NaH / 1.) DMF, 0 deg C, 1 h, 2.) 0 deg C to r.t., 16 h

2: 86 percent / acetic acid, 6N HCl / H₂O / 1 h / 65 °C

3: (BrCO)2 / dimethylformamide; CH₂Cl₂ / 0.5 h / Ambient temperature

4: 72 percent / Et₄NBr, 4 Angstroem molecular sieves / dimethylformamide; CH₂Cl₂ / 48 h

5: 86 percent / NaOMe / methanol

6: 81 percent / Et₄NBr, 4 Angstroem molecular sieves / dimethylformamide; CH₂Cl₂ / 48 h

With hydrogenchloride; Oxalyl bromide; 4 A molecular sieve; tetraethylammonium bromide; sodium methylate; sodium hydride; acetic acid; In methanol; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

methyl 3,4-di-O-benzyl-2-O-methyl-α-L-fucopyranoside (42822-21-9) → methyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-(3,4-di-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-3-O-<3,4-di-O-benzyl-6-O-methyl-2-O-(2-O-benzyl-3,4-di-O-methyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside (142466-71-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 86 percent / acetic acid, 6N HCl / H₂O / 1 h / 65 °C

2: (BrCO)2 / dimethylformamide; CH₂Cl₂ / 0.5 h / Ambient temperature

3: 72 percent / Et₄NBr, 4 Angstroem molecular sieves / dimethylformamide; CH₂Cl₂ / 48 h

4: 86 percent / NaOMe / methanol

5: 81 percent / Et₄NBr, 4 Angstroem molecular sieves / dimethylformamide; CH₂Cl₂ / 48 h

With hydrogenchloride; Oxalyl bromide; 4 A molecular sieve; tetraethylammonium bromide; sodium methylate; acetic acid; In methanol; dichloromethane; water; N,N-dimethyl-formamide;

upstream raw materials:

(3S,4R,5R,6S)-3-Benzyloxy-2-bromo-4,5-dimethoxy-6-methyl-tetrahydro-pyran

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

methyl 2-O-methyl-α-L-fucose

methyl 3,4-di-O-benzyl-2-O-methyl-α-L-fucopyranoside