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

Base Information

• Chemical Name: 2-O-benzyl-3,4-di-O-carboxybenzyl-α/β-D-fucopyranoside trichloroacetimidate
• CAS No.: 866768-55-0
• Molecular Formula: C₃₁H₃₀Cl₃NO₉
• Molecular Weight: 666.939
• Mol file: 866768-55-0.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about 2-O-benzyl-3,4-di-O-carboxybenzyl-α/β-D-fucopyranoside trichloroacetimidate 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%

2-O-benzyl-3,4-di-O-carboxybenzyl-α/β-D-fucopyranoside + trichloroacetonitrile (545-06-2) → 2-O-benzyl-3,4-di-O-carboxybenzyl-α/β-D-fucopyranoside trichloroacetimidate (866768-55-0)

Guidance literature:

With 4 A molecular sieve; caesium carbonate; In dichloromethane; for 0.75h;

DOI:10.1021/ja054811k

Reference yield:

allyl-2-O-benzyl-3,4-di-O-carboxybenzyl-α-D-fucopyranoside (866768-53-8) → 2-O-benzyl-3,4-di-O-carboxybenzyl-α/β-D-fucopyranoside trichloroacetimidate (866768-55-0)

Guidance literature:

Multi-step reaction with 2 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

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

DOI:10.1021/ja054811k

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → 2-O-benzyl-3,4-di-O-carboxybenzyl-α/β-D-fucopyranoside trichloroacetimidate (866768-55-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / TMEDA / CH₂Cl₂ / 0.75 h / 0 °C

2: 88 percent / PdCl₂; aq. NaOAc / acetic acid / 0.08 h / Heating

3: 92 percent / molecular sieves 4 Angstroem; Cs₂CO₃ / CH₂Cl₂ / 0.75 h

With N,N,N,N,-tetramethylethylenediamine; 4 A molecular sieve; sodium acetate; caesium carbonate; palladium dichloride; In dichloromethane; acetic acid;

DOI:10.1021/ja054811k

upstream raw materials:

trichloroacetonitrile

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

benzyl chloroformate

allyl 2-O-benzyl-α-L-fucopyranoside

Downstream raw materials:

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