methyl 4-O-benzoyl-6-bromo-6-deoxyhexopyranoside

Base Information

• Chemical Name: methyl 4-O-benzoyl-6-bromo-6-deoxyhexopyranoside
• CAS No.: 10368-81-7
• Molecular Formula: C₁₄H₁₇BrO₆
• Molecular Weight: 361.189
• Mol file: 10368-81-7.mol

Synonyms:methyl 4-O-benzoyl-6-bromo-6-deoxy-α-D-glucopyranoside

Chemical Property of methyl 4-O-benzoyl-6-bromo-6-deoxyhexopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4-O-benzoyl-6-bromo-6-deoxyhexopyranoside

There total 2 articles about methyl 4-O-benzoyl-6-bromo-6-deoxyhexopyranoside 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: 48.0%

4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside (3162-96-7) → methyl 4-O-benzoyl-6-bromo-6-deoxy-α-D-glucopyranoside (10368-81-7)

Guidance literature:

With N-Bromosuccinimide; calcium carbonate; In tetrachloromethane; Heating;

DOI:10.1016/S0040-4039(97)10096-X

Reference yield:

→ methyl 4-O-benzoyl-6-bromo-6-deoxy-α-D-glucopyranoside (10368-81-7)

Guidance literature:

DOI:10.1016/S0008-6215(00)82551-3

Reference yield: 97.0%

methyl 4-O-benzoyl-6-bromo-6-deoxy-α-D-glucopyranoside (10368-81-7) → methyl 4-O-benzoyl-6-deoxy-α-D-glucopyranoside (79774-54-2)

Guidance literature:

With tri-n-butyl-tin hydride; 2,2’-azobis[2-(2-imidazolin-2-yl)propane] dihydrochloride; In toluene; at 70 ℃; for 3h;

DOI:10.1002/prac.19983400305

upstream raw materials:

4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside

Downstream raw materials:

methyl (methyl 4-O-benzoyl-6-deoxy-α-D-gluco-heptopyranosid)uronate

(E)-2,2-dimethyl-4-phenylbut-3-enenitrile

methyl 4-O-benzoyl-6-bromo-6-deoxy-2,3-di-O-methyl-α-D-glucopyranoside

methyl 4-O-benzoyl-6-bromo-2,3,6-trideoxy-α-D-erythro-hex-2-enopyranoside

Refernces

• 1、 Hanessian. "6-Bromo-6-deoxy hexose derivatives by ring opening of benzylidene acetals with N-bromosuccinimide: Methyl 4-O-benzoyl-6-bromo-6-deoxy-α-D-glucopyranoside". . p. 243 - 243. Retrieved 2017/06/01.