methyl 2,3-di-O-benzyl-3-C-methyl-6-O-(p-tolysulfonyl)-α-D-allopyranoside

Base Information

• Chemical Name: methyl 2,3-di-O-benzyl-3-C-methyl-6-O-(p-tolysulfonyl)-α-D-allopyranoside
• CAS No.: 79366-17-9
• Molecular Formula: C₂₉H₃₄O₈S
• Molecular Weight: 542.65
• Mol file: 79366-17-9.mol

Synonyms:methyl 2,3-di-O-benzyl-3-C-methyl-6-O-(p-tolysulfonyl)-α-D-allopyranoside

Chemical Property of methyl 2,3-di-O-benzyl-3-C-methyl-6-O-(p-tolysulfonyl)-α-D-allopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,3-di-O-benzyl-3-C-methyl-6-O-(p-tolysulfonyl)-α-D-allopyranoside

There total 4 articles about methyl 2,3-di-O-benzyl-3-C-methyl-6-O-(p-tolysulfonyl)-α-D-allopyranoside 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: 75.0%

p-toluenesulfonyl chloride (98-59-9) + methyl 2,3-di-O-benzyl-3-C-methyl-α-D-allopyranoside (79366-16-8) → methyl 2,3-di-O-benzyl-3-C-methyl-6-O-(p-tolysulfonyl)-α-D-allopyranoside (79366-17-9)

Guidance literature:

With pyridine; Ambient temperature;

DOI:10.1246/bcsj.54.2379

Reference yield:

methyl 4,6-O-benzylidene-3-C-methyl-α-D-allopyranoside (22416-35-9) → methyl 2,3-di-O-benzyl-3-C-methyl-6-O-(p-tolysulfonyl)-α-D-allopyranoside (79366-17-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / sodium hydride / dimethylsulfoxide / 1 h / 70 °C

2: 80 percent / 70percent acetic acid / 10 h / Ambient temperature

3: 75 percent / pyridine / Ambient temperature

With pyridine; sodium hydride; acetic acid; In dimethyl sulfoxide;

DOI:10.1246/bcsj.54.2379

Reference yield:

benzyl chloride (100-44-7) → methyl 2,3-di-O-benzyl-3-C-methyl-6-O-(p-tolysulfonyl)-α-D-allopyranoside (79366-17-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / sodium hydride / dimethylsulfoxide / 1 h / 70 °C

2: 80 percent / 70percent acetic acid / 10 h / Ambient temperature

3: 75 percent / pyridine / Ambient temperature

With pyridine; sodium hydride; acetic acid; In dimethyl sulfoxide;

DOI:10.1246/bcsj.54.2379

upstream raw materials:

p-toluenesulfonyl chloride

methyl 2,3-di-O-benzyl-3-C-methyl-α-D-allopyranoside

methyl 4,6-O-benzylidene-3-C-methyl-α-D-allopyranoside

benzyl chloride

Downstream raw materials:

methyl 2,3-di-O-benzyl-6-deoxy-3-C-methyl-α-D-ribo-hexopyranosid-4-ulose

methyl 2,3-di-O-benzyl-6-deoxy-3-C-methyl-4-O-(methylsulfonyl)-α-D-allopyranoside

methyl 2,3-di-O-benzyl-6-deoxy-3-C-methyl-α-D-allopyranoside