methyl 3-O-benzoyl-4,6-O-benzylidene-2-deoxyhexopyranoside

Base Information

• Chemical Name: methyl 3-O-benzoyl-4,6-O-benzylidene-2-deoxyhexopyranoside
• CAS No.: 32469-89-9
• Molecular Formula: C21H22 O6
• Molecular Weight: 370.3958
• Mol file: 32469-89-9.mol

Synonyms:D-ribo-Hexopyranoside,methyl 4,6-O-benzylidene-2-deoxy-, benzoate, a- (8CI); Pyrano[3,2-d]-1,3-dioxin, a-D-ribo-hexopyranoside deriv.;NSC 287053

Chemical Property of methyl 3-O-benzoyl-4,6-O-benzylidene-2-deoxyhexopyranoside

Chemical Property:

• Vapor Pressure: 2.97E-10mmHg at 25°C
• Boiling Point: 503.2°Cat760mmHg
• Flash Point: 220.2°C
• Density: 1.27g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl 3-O-benzoyl-4,6-O-benzylidene-2-deoxyhexopyranoside

There total 9 articles about methyl 3-O-benzoyl-4,6-O-benzylidene-2-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: 94.0%

methyl 4,6-O-benzylidene-2-deoxy-α-D-altropyranoside (16718-95-9) + benzoyl chloride (98-88-4) → methyl 3-O-benzoyl-4,6-O-benzylidene-2-deoxy-α-D-ribohexopyranoside (32469-89-9)

Guidance literature:

With pyridine; at 0 - 20 ℃; for 22h; Inert atmosphere;

DOI:10.1021/acs.jnatprod.5b01051

Reference yield: 92.0%

benzoyl chloride (98-88-4) + methyl 4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside (6752-48-3,16718-95-9,18424-62-9,19877-02-2,22886-97-1,52153-29-4,52612-68-7,55331-65-2,64978-95-6,65725-24-8,66512-93-4,67968-51-8,72904-80-4,77481-69-7,131615-73-1,138663-49-7,151214-39-0) → Methyl-3-O-benzoyl-4,6-O-benzyliden-2-desoxy-α-D-arabino-hexopyranosid (32469-89-9,64826-09-1,72348-69-7,77210-23-2,78148-01-3,75829-65-1)

Guidance literature:

In pyridine; for 12h; Ambient temperature;

DOI:10.1002/cber.19801130918

Reference yield: 49.0%

Methyl-3-O-benzoyl-4,6-benzyliden-2-O-<(methylthio)thiocarbonyl>-α-D-glucopyranosid → Methyl-3-O-benzoyl-4,6-O-benzyliden-2-desoxy-α-D-arabino-hexopyranosid (32469-89-9,64826-09-1,72348-69-7,77210-23-2,78148-01-3,75829-65-1)

Guidance literature:

With polyhydrogenmethylsiloxane; bis(tri-n-butyltin)oxide; In toluene; at 100 ℃; for 4h;

DOI:10.1002/cber.19801130918

upstream raw materials:

methyl 4,6-O-benzylidene-2-deoxy-α-D-altropyranoside

benzoyl chloride

methyl 2,3,4,6-tetrakis-O-trimethylsilyl-α-D-glucopyranoside

methyl 4,6-O-benzylidene-2,3-di-O-p-toluenesulphonyl-α-D-glucopyranoside

Downstream raw materials:

methyl 3,4-di-O-benzoyl-6-bromo-2,6-dideoxy-α-D-ribo-hexopyranoside

methyl 3,4-di-O-benzoyl-2,6-dideoxy-α-D-ribohexopyranoside