methyl 2,3,6-tri-O-benzyl-4-deoxy-4-trifluoromethanesulfonyl-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 2,3,6-tri-O-benzyl-4-deoxy-4-trifluoromethanesulfonyl-α-D-glucopyranoside
• CAS No.: 87871-03-2
• Molecular Formula: C₂₉H₃₁F₃O₈S
• Molecular Weight: 596.622
• Mol file: 87871-03-2.mol

Synonyms:methyl 2,3,6-tri-O-benzyl-4-deoxy-4-trifluoromethanesulfonyl-α-D-glucopyranoside

Chemical Property of methyl 2,3,6-tri-O-benzyl-4-deoxy-4-trifluoromethanesulfonyl-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,3,6-tri-O-benzyl-4-deoxy-4-trifluoromethanesulfonyl-α-D-glucopyranoside

There total 13 articles about methyl 2,3,6-tri-O-benzyl-4-deoxy-4-trifluoromethanesulfonyl-α-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: 96.0%

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside (19488-48-3) + trifluoromethylsulfonic anhydride (358-23-6) → methyl 2,3,6-tri-O-benzyl-4-deoxy-4-trifluoromethanesulfonyl-α-D-glucopyranoside (87871-03-2)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; for 1.5h;

DOI:10.1016/S0008-6215(99)00327-4

Reference yield:

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside (19488-48-3) + N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-[(trifluoromethyl)sulphonyl]methanesulphonamide (145100-51-2) → methyl 2,3,6-tri-O-benzyl-4-deoxy-4-trifluoromethanesulfonyl-α-D-glucopyranoside (87871-03-2)

Guidance literature:

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-[(trifluoromethyl)sulphonyl]methanesulphonamide; With pyridine; In dichloromethane; at -78 ℃; for 1.5h; Inert atmosphere;

DOI:10.1021/ol301779e

Reference yield:

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside (19488-48-3) → methyl 2,3,6-tri-O-benzyl-4-deoxy-4-trifluoromethanesulfonyl-α-D-glucopyranoside (87871-03-2)

Guidance literature:

With pyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1016/j.carres.2008.07.013

upstream raw materials:

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside

trifluoromethylsulfonic anhydride

benzyl bromide

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

Downstream raw materials:

methyl 2,3,6-tri-O-benzyl-4-deoxy-α-D-xylo-hexopyranoside

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside

methyl 2,3,6-tri-O-benzyl-4-S-acetyl-4-thio-α-D-galactopyranoside

methyl 4-azido-2,3,6-tri-O-benzyl-4-deoxy-α-D-galactopyranoside