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

Base Information

Chemical Name:methyl 2-acetamido-6-O-benzyl-4-O-(4-O-benzyl-2,3-di-O-methyl-α-L-fucopyranosyl)-2-deoxy-3-O-(3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside
CAS No.:142466-47-5
Molecular Formula:C₅₈H₇₁NO₁₅
Molecular Weight:1022.2
Hs Code.:

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

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

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

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

There total 7 articles about methyl 2-acetamido-6-O-benzyl-4-O-(4-O-benzyl-2,3-di-O-methyl-α-L-fucopyranosyl)-2-deoxy-3-O-(3,4,6-tri-O-benzyl-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: 93.0%

: 142466-43-1
methyl 2-acetamido-3-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-6-O-benzyl-2-deoxy-4-O-(4-O-benzyl-2,3-di-O-methyl-α-L-fucopyranosyl)-2-deoxy-β-D-glucopyranoside

: 142466-47-5
methyl 2-acetamido-6-O-benzyl-4-O-(4-O-benzyl-2,3-di-O-methyl-α-L-fucopyranosyl)-2-deoxy-3-O-(3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: With sodium methylate; In methanol; Ambient temperature;

Reference yield:

: 99603-80-2
methyl 2-O-methyl-α-L-fucose

: 142466-47-5
methyl 2-acetamido-6-O-benzyl-4-O-(4-O-benzyl-2,3-di-O-methyl-α-L-fucopyranosyl)-2-deoxy-3-O-(3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) (n-Bu)2SnO, 2.) (n-Bu)4NF, 4 Angstroem molecular sieves / 1.) C₆H₆, 16 h, reflux, 2.) C₆H₆, r.t., overnight

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

3: 89 percent / acetic acid, 6N HCl / H₂O / 1 h / 65 °C

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

5: 78 percent / Et₄NBr, 4 Angstroem molecular sieves / dimethylformamide; CH₂Cl₂ / 48 h

6: 93 percent / sodium methoxide / methanol / Ambient temperature

With hydrogenchloride; Oxalyl bromide; 4 A molecular sieve; tetraethylammonium bromide; tetrabutyl ammonium fluoride; sodium methylate; sodium hydride; di(n-butyl)tin oxide; acetic acid; In methanol; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

: 42822-20-8
methyl 3,4-O-isopropylidene-2-O-methyl-α-L-fucopyranoside

: 142466-47-5
methyl 2-acetamido-6-O-benzyl-4-O-(4-O-benzyl-2,3-di-O-methyl-α-L-fucopyranosyl)-2-deoxy-3-O-(3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: AcOH / H₂O

2: 1.) (n-Bu)2SnO, 2.) (n-Bu)4NF, 4 Angstroem molecular sieves / 1.) C₆H₆, 16 h, reflux, 2.) C₆H₆, r.t., overnight

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

4: 89 percent / acetic acid, 6N HCl / H₂O / 1 h / 65 °C

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

6: 78 percent / Et₄NBr, 4 Angstroem molecular sieves / dimethylformamide; CH₂Cl₂ / 48 h

7: 93 percent / sodium methoxide / methanol / Ambient temperature

With hydrogenchloride; Oxalyl bromide; 4 A molecular sieve; tetraethylammonium bromide; tetrabutyl ammonium fluoride; sodium methylate; sodium hydride; di(n-butyl)tin oxide; acetic acid; In methanol; dichloromethane; water; N,N-dimethyl-formamide;