trifluoromethanesulfonyl 2,3-di-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside

Base Information

• Chemical Name: trifluoromethanesulfonyl 2,3-di-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside
• CAS No.: 915285-80-2
• Molecular Formula: C₂₈H₂₇F₃O₈S
• Molecular Weight: 580.579
• Mol file: 915285-80-2.mol

Synonyms:trifluoromethanesulfonyl 2,3-di-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside

Chemical Property of trifluoromethanesulfonyl 2,3-di-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of trifluoromethanesulfonyl 2,3-di-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside

There total 1 articles about trifluoromethanesulfonyl 2,3-di-O-benzyl-4,6-O-benzylidene-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:

trifluoromethylsulfonic anhydride (358-23-6) + S-phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-β-D-glucopyranoside (87470-70-0) → trifluoromethanesulfonyl 2,3-di-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside (915285-80-2)

Guidance literature:

With 1-benzenesulfinyl piperidine; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; at -60 ℃; for 0.5h; Inert atmosphere; Molecular sieve;

DOI:10.1021/ol8017038

Reference yield:

trifluoromethanesulfonyl 2,3-di-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside (915285-80-2) + allyltributylstanane (24850-33-7) → 3-(2',3'-di-O-benzyl-4',6'-O-benzylidene-α-D-glucopyranosyl)-1-propene (1072523-01-3)

Guidance literature:

In dichloromethane; at -60 ℃; for 2h; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/ol8017038

Reference yield:

trifluoromethanesulfonyl 2,3-di-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside (915285-80-2) + allyl-trimethyl-silane (762-72-1) → 3-(2',3'-di-O-benzyl-4',6'-O-benzylidene-α-D-glucopyranosyl)-1-propene (1072523-01-3)

Guidance literature:

In dichloromethane; at -60 ℃; for 2h; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/ol8017038

upstream raw materials:

trifluoromethylsulfonic anhydride

S-phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-β-D-glucopyranoside

Downstream raw materials:

3-(2',3'-di-O-benzyl-4',6'-O-benzylidene-α-D-glucopyranosyl)-1-propene