Methyl 2-acetamido-4,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

Base Information

• Chemical Name: Methyl 2-acetamido-4,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside
• CAS No.: 139760-22-8
• Molecular Formula: C₂₃H₂₉NO₆
• Molecular Weight: 415.486
• Mol file: 139760-22-8.mol

Synonyms:Methyl 2-acetamido-4,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

Chemical Property of Methyl 2-acetamido-4,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl 2-acetamido-4,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

There total 5 articles about Methyl 2-acetamido-4,6-di-O-benzyl-2-deoxy-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: 95.0%

Methyl 2-acetamido-4,6-di-O-benzyl-2-deoxy-3-O-(p-methoxybenzyl)-α-D-glucopyranoside (139760-21-7) → Methyl 2-acetamido-4,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside (139760-22-8)

Guidance literature:

With ammonium cerium(IV) nitrate; In water; acetonitrile; for 0.333333h; Ambient temperature;

DOI:10.1021/jo00034a047

Reference yield:

benzyl bromide (100-39-0) → Methyl 2-acetamido-4,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside (139760-22-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 79.2 percent / KOH / dimethylsulfoxide / 4 h / Ambient temperature

2: 95 percent / ceric ammonium nitrate (CAN) / acetonitrile; H₂O / 0.33 h / Ambient temperature

With potassium hydroxide; ammonium cerium(IV) nitrate; In water; dimethyl sulfoxide; acetonitrile;

DOI:10.1021/jo00034a047

Reference yield:

Methyl 2-acetamido-2-deoxy-3-O-(p-methoxybenzyl)-α-D-glucopyranoside (139760-20-6) → Methyl 2-acetamido-4,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside (139760-22-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 79.2 percent / KOH / dimethylsulfoxide / 4 h / Ambient temperature

2: 95 percent / ceric ammonium nitrate (CAN) / acetonitrile; H₂O / 0.33 h / Ambient temperature

With potassium hydroxide; ammonium cerium(IV) nitrate; In water; dimethyl sulfoxide; acetonitrile;

DOI:10.1021/jo00034a047

upstream raw materials:

Methyl 2-acetamido-4,6-di-O-benzyl-2-deoxy-3-O-(p-methoxybenzyl)-α-D-glucopyranoside

benzyl bromide

Methyl 2-acetamido-2-deoxy-3-O-(p-methoxybenzyl)-α-D-glucopyranoside

N-((4aR,6S,7R,8R,8aS)-8-Hydroxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-acetamide

Downstream raw materials:

Methyl O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-(1->3)-2-acetamido-4,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

Methyl O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1->3)-2-acetamido-4,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

methyl O-α-D-galactopyranosyl-(1<*>3)-2-acetamido-2-deoxy-α-D-glucopyranoside

Methyl O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-O-(3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-(1->3)-2-acetamido-2-deoxy-α-D-glucopyranoside