methyl 2,3,4-tri-O-acetyl-6-O-benzyl-β-D-glucopyranosyl-(1→4)-3-O-acetyl-6-O-benzyl-2-deoxy-2-dimethylmaleimido-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 2,3,4-tri-O-acetyl-6-O-benzyl-β-D-glucopyranosyl-(1→4)-3-O-acetyl-6-O-benzyl-2-deoxy-2-dimethylmaleimido-α-D-glucopyranoside
• CAS No.: 1467030-61-0
• Molecular Formula: C₄₁H₄₉NO₁₆
• Molecular Weight: 811.837
• Mol file: 1467030-61-0.mol

Synonyms:methyl 2,3,4-tri-O-acetyl-6-O-benzyl-β-D-glucopyranosyl-(1→4)-3-O-acetyl-6-O-benzyl-2-deoxy-2-dimethylmaleimido-α-D-glucopyranoside

Chemical Property of methyl 2,3,4-tri-O-acetyl-6-O-benzyl-β-D-glucopyranosyl-(1→4)-3-O-acetyl-6-O-benzyl-2-deoxy-2-dimethylmaleimido-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,3,4-tri-O-acetyl-6-O-benzyl-β-D-glucopyranosyl-(1→4)-3-O-acetyl-6-O-benzyl-2-deoxy-2-dimethylmaleimido-α-D-glucopyranoside

There total 4 articles about methyl 2,3,4-tri-O-acetyl-6-O-benzyl-β-D-glucopyranosyl-(1→4)-3-O-acetyl-6-O-benzyl-2-deoxy-2-dimethylmaleimido-α-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: 50.0%

methyl 6-O-benzyl-2,3,4-tri-O-(tert-butyldimethylsilyl)-β-D-glucopyranosyl-(1→4)-3-O-acetyl-6-O-benzyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranoside + acetic anhydride (108-24-7) → methyl 2,3,4-tri-O-acetyl-6-O-benzyl-β-D-glucopyranosyl-(1→4)-3-O-acetyl-6-O-benzyl-2-deoxy-2-dimethylmaleimido-α-D-glucopyranoside (1467030-61-0)

Guidance literature:

With pyridine; dmap; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.carres.2013.08.002

Reference yield:

methyl 6-O-benzyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranoside (1000403-60-0) → methyl 2,3,4-tri-O-acetyl-6-O-benzyl-β-D-glucopyranosyl-(1→4)-3-O-acetyl-6-O-benzyl-2-deoxy-2-dimethylmaleimido-α-D-glucopyranoside (1467030-61-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: dichloromethane / 0.5 h / 20 °C / Inert atmosphere; Molecular sieve

1.2: 0.92 h / -60 °C / Inert atmosphere; Molecular sieve

2.1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran; ethyl acetate / 17 h / -20 - 20 °C / Inert atmosphere

3.1: pyridine; dmap / 20 °C / Inert atmosphere

With pyridine; dmap; tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; dichloromethane; ethyl acetate;

DOI:10.1016/j.carres.2013.08.002

Reference yield:

C51H83NO12Si3 (1467030-50-7) → methyl 2,3,4-tri-O-acetyl-6-O-benzyl-β-D-glucopyranosyl-(1→4)-3-O-acetyl-6-O-benzyl-2-deoxy-2-dimethylmaleimido-α-D-glucopyranoside (1467030-61-0)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran; ethyl acetate / 17 h / -20 - 20 °C / Inert atmosphere

2: pyridine; dmap / 20 °C / Inert atmosphere

With pyridine; dmap; tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; ethyl acetate;

DOI:10.1016/j.carres.2013.08.002

upstream raw materials:

C₅₁H₈₃NO₁₂Si₃

acetic anhydride

methyl 6-O-benzyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranoside