2-(fluoromethyl)phenyl alpha-D-glucopyranoside

Base Information

• Chemical Name: 2-(fluoromethyl)phenyl alpha-D-glucopyranoside
• CAS No.: 161767-40-4
• Molecular Formula: C₁₃H₁₇FO₆
• Molecular Weight: 288.273
• Mol file: 161767-40-4.mol

Synonyms:

Chemical Property of 2-(fluoromethyl)phenyl alpha-D-glucopyranoside

Chemical Property:

• Vapor Pressure: 6.32E-11mmHg at 25°C
• Boiling Point: 502.7°C at 760 mmHg
• Flash Point: 218.1°C
• Density: 1.453g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(fluoromethyl)phenyl alpha-D-glucopyranoside

There total 7 articles about 2-(fluoromethyl)phenyl alpha-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: 61.0%

2-(fluoromethyl)phenyl tetra-O-acetyl-α-D-glucopyranoside → 2-(fluoromethyl)phenyl α-D-glucopyranoside (161767-40-4)

Guidance literature:

With sodium methylate; In methanol; for 0.166667h;

DOI:10.1039/P19950000027

Reference yield: 12.0%

C21H25FO10 → C13H17FO6 (161767-40-4)

Guidance literature:

With sodium methylate; In methanol; at -78 - 0 ℃; for 12h;

Reference yield:

2-(bromomethyl)phenyl tetra-O-acetyl-α-D-glucopyranoside (161767-44-8) → 2-(fluoromethyl)phenyl α-D-glucopyranoside (161767-40-4)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutylammonium fluoride / acetonitrile / 4 h / Heating

2: 61 percent / NaOMe / methanol / 0.17 h

With tetrabutyl ammonium fluoride; sodium methylate; In methanol; acetonitrile;

DOI:10.1039/P19950000027

upstream raw materials:

2-(bromomethyl)phenyl tetra-O-acetyl-α-D-glucopyranoside

2-methylphenyl-tetra-O-acetyl-α-D-glucopyranoside

2-(((tert-butyldimethylsilyl)oxy)methyl)phenol

salicylic alcohol

Refernces

• 1、 Briggs, Josie C.,Haines, Alan H.,Taylor, Richard J. K.. "(Halogenomethyl)phenyl &α-D-Glucopyranosides as Enzyme-activated Irreversible Inhibitors of Yeast &α-Glucosidase and Potential Anti-HIV Agents". . p. 27 - 32. Retrieved 2007/10/02.