allyl 3-O-benzoyl-2,4-di-O-trifluoromethanesulfonyl-α-L-fucopyranoside

Base Information

• Chemical Name: allyl 3-O-benzoyl-2,4-di-O-trifluoromethanesulfonyl-α-L-fucopyranoside
• CAS No.: 676127-61-0
• Molecular Formula: C₁₈H₁₈F₆O₁₀S₂
• Molecular Weight: 572.457
• Mol file: 676127-61-0.mol

Synonyms:allyl 3-O-benzoyl-2,4-di-O-trifluoromethanesulfonyl-α-L-fucopyranoside

Chemical Property of allyl 3-O-benzoyl-2,4-di-O-trifluoromethanesulfonyl-α-L-fucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl 3-O-benzoyl-2,4-di-O-trifluoromethanesulfonyl-α-L-fucopyranoside

There total 2 articles about allyl 3-O-benzoyl-2,4-di-O-trifluoromethanesulfonyl-α-L-fucopyranoside 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: 92.0%

trifluoromethylsulfonic anhydride (358-23-6) + allyl 3-O-benzoyl-α,-L-fucopyranosides (676127-60-9) → allyl 3-O-benzoyl-2,4-di-O-trifluoromethanesulfonyl-α-L-fucopyranoside (676127-61-0)

Guidance literature:

With pyridine; In dichloromethane; at -15 - 0 ℃;

DOI:10.1016/j.tetasy.2003.11.018

Reference yield:

benzoyl chloride (98-88-4) → allyl 3-O-benzoyl-2,4-di-O-trifluoromethanesulfonyl-α-L-fucopyranoside (676127-61-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Bu₂SnO / benzene / 3 h / Heating

1.2: 47 percent / benzene / 0 - 20 °C

2.1: 92 percent / pyridine / CH₂Cl₂ / -15 - 0 °C

With pyridine; di(n-butyl)tin oxide; In dichloromethane; benzene;

DOI:10.1016/j.tetasy.2003.11.018

Reference yield: 77.0%

allyl 3-O-benzoyl-2,4-di-O-trifluoromethanesulfonyl-α-L-fucopyranoside (676127-61-0) → allyl 4-azido-3-O-benzoyl-2,6-dideoxy-2-O-trifluoromethanesulfonyl-α-L-glucopyranoside (676127-62-1)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide;

DOI:10.1016/j.tetasy.2003.11.018

upstream raw materials:

trifluoromethylsulfonic anhydride

allyl 3-O-benzoyl-α,-L-fucopyranosides

benzoyl chloride

Downstream raw materials:

allyl 4-azido-3-O-benzoyl-2,6-dideoxy-2-O-trifluoromethanesulfonyl-α-L-glucopyranoside

allyl 2,4-diazido-3-O-benzoyl-2,4,6-trideoxy-α-L-mannopyranoside