cis-1H,1H,2H,2H-perfluorodecyloxybutenyl-2-O-benzyl-3,4-di-O-carboxybenzyl-α-D-fucopyranoside

Base Information

• Chemical Name: cis-1H,1H,2H,2H-perfluorodecyloxybutenyl-2-O-benzyl-3,4-di-O-carboxybenzyl-α-D-fucopyranoside
• CAS No.: 866768-57-2
• Molecular Formula: C₄₃H₃₉F₁₇O₁₀
• Molecular Weight: 1038.75
• Mol file: 866768-57-2.mol

Synonyms:cis-1H,1H,2H,2H-perfluorodecyloxybutenyl-2-O-benzyl-3,4-di-O-carboxybenzyl-α-D-fucopyranoside

Chemical Property of cis-1H,1H,2H,2H-perfluorodecyloxybutenyl-2-O-benzyl-3,4-di-O-carboxybenzyl-α-D-fucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cis-1H,1H,2H,2H-perfluorodecyloxybutenyl-2-O-benzyl-3,4-di-O-carboxybenzyl-α-D-fucopyranoside

There total 6 articles about cis-1H,1H,2H,2H-perfluorodecyloxybutenyl-2-O-benzyl-3,4-di-O-carboxybenzyl-α-D-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: 90.0%

cis-1H,1H,2H,2H-perfluorodecyloxybutenyl alcohol (866768-43-6) + 2-O-benzyl-3,4-di-O-carboxybenzyl-α/β-D-fucopyranoside trichloroacetimidate (866768-55-0) → cis-1H,1H,2H,2H-perfluorodecyloxybutenyl-2-O-benzyl-3,4-di-O-carboxybenzyl-α-D-fucopyranoside (866768-57-2)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at -15 ℃; for 0.5h;

DOI:10.1021/ja054811k

Reference yield:

2-O-benzyl-3,4-di-O-carboxybenzyl-α/β-D-fucopyranoside → cis-1H,1H,2H,2H-perfluorodecyloxybutenyl-2-O-benzyl-3,4-di-O-carboxybenzyl-α-D-fucopyranoside (866768-57-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / molecular sieves 4 Angstroem; Cs₂CO₃ / CH₂Cl₂ / 0.75 h

2: 90 percent / molecular sieves 4 Angstroem; TMSOTf / CH₂Cl₂ / 0.5 h / -15 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; caesium carbonate; In dichloromethane;

DOI:10.1021/ja054811k

Reference yield:

allyl-2-O-benzyl-3,4-di-O-carboxybenzyl-α-D-fucopyranoside (866768-53-8) → cis-1H,1H,2H,2H-perfluorodecyloxybutenyl-2-O-benzyl-3,4-di-O-carboxybenzyl-α-D-fucopyranoside (866768-57-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / PdCl₂; aq. NaOAc / acetic acid / 0.08 h / Heating

2: 92 percent / molecular sieves 4 Angstroem; Cs₂CO₃ / CH₂Cl₂ / 0.75 h

3: 90 percent / molecular sieves 4 Angstroem; TMSOTf / CH₂Cl₂ / 0.5 h / -15 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium acetate; caesium carbonate; palladium dichloride; In dichloromethane; acetic acid;

DOI:10.1021/ja054811k

upstream raw materials:

cis-1H,1H,2H,2H-perfluorodecyloxybutenyl alcohol

2-O-benzyl-3,4-di-O-carboxybenzyl-α/β-D-fucopyranoside trichloroacetimidate

allyl-2-O-benzyl-3,4-di-O-carboxybenzyl-α-D-fucopyranoside

2-(n-perfluorooctyl)ethyl iodide