methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-brosyl-α-D-allopyranoside

Base Information

• Chemical Name: methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-brosyl-α-D-allopyranoside
• CAS No.: 97971-35-2
• Molecular Formula: C₂₇H₂₅BrO₉S
• Molecular Weight: 605.46
• Mol file: 97971-35-2.mol

Synonyms:methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-brosyl-α-D-allopyranoside

Chemical Property of methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-brosyl-α-D-allopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-brosyl-α-D-allopyranoside

There total 1 articles about methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-brosyl-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: 95.0%

methyl 2-O-benzoyl-4,6-O-benzylidene-α-D-allopyranoside (56253-26-0) + 4-bromobenzenesulfonyl chloride (98-58-8) → methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-brosyl-α-D-allopyranoside (97971-35-2)

Guidance literature:

In pyridine; at 70 ℃; for 24h;

DOI:10.1016/0008-6215(85)85171-5

Reference yield: 91.5%

methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-brosyl-α-D-allopyranoside (97971-35-2) → methyl 2-O-benzoyl-3-O-brosyl-α-D-allopyranoside (97971-36-3)

Guidance literature:

tetrafluoroboric acid; In acetonitrile; at 20 ℃; for 0.2h;

DOI:10.1016/0008-6215(85)85171-5

Reference yield:

methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-brosyl-α-D-allopyranoside (97971-35-2) → methyl 3-azido-2-O-benzoyl-3-deoxy-α-D-glucopyranoside (97971-39-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 91.5 percent / aq. tetrafluoroboric acid / acetonitrile / 0.2 h / 20 °C

2: 90 percent / sodium azide / dimethylformamide / 2 h / 130 °C

With sodium azide; tetrafluoroboric acid; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/0008-6215(85)85171-5

upstream raw materials:

methyl 2-O-benzoyl-4,6-O-benzylidene-α-D-allopyranoside

4-bromobenzenesulfonyl chloride

Downstream raw materials:

methyl 3-azido-4,6-O-benzylidene-3-deoxy-α-D-glucopyranoside

methyl 2-O-benzoyl-3-O-brosyl-α-D-allopyranoside

methyl 3-amino-4,6-O-benzylidene-3-deoxy-α-D-glucopyranoside

methyl 3-azido-2-O-benzoyl-3-deoxy-α-D-glucopyranoside