2-O-benzyl-3,4-di-O-benzoyl-α-L-fucopyranosyl trichloroacetimidate

Base Information

• Chemical Name: 2-O-benzyl-3,4-di-O-benzoyl-α-L-fucopyranosyl trichloroacetimidate
• CAS No.: 1061723-00-9
• Molecular Formula: C₂₉H₂₆Cl₃NO₇
• Molecular Weight: 606.887
• Mol file: 1061723-00-9.mol

Synonyms:2-O-benzyl-3,4-di-O-benzoyl-α-L-fucopyranosyl trichloroacetimidate

Chemical Property of 2-O-benzyl-3,4-di-O-benzoyl-α-L-fucopyranosyl trichloroacetimidate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-O-benzyl-3,4-di-O-benzoyl-α-L-fucopyranosyl trichloroacetimidate

There total 1 articles about 2-O-benzyl-3,4-di-O-benzoyl-α-L-fucopyranosyl 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:

trichloroacetonitrile (545-06-2) + 3,4-di-O-benzoyl-2-O-benzyl-α,β-L-fucopyranose → 2-O-benzyl-3,4-di-O-benzoyl-α-L-fucopyranosyl trichloroacetimidate (1061723-00-9) + 2-O-benzyl-3,4-di-O-benzoyl-β-L-fucopyranosyl trichloroacetimidate

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at -30 ℃; for 1h;

DOI:10.1023/B:RUBI.0000023099.48598.9a

Reference yield: 90.0%

2-O-benzyl-3,4-di-O-benzoyl-α-L-fucopyranosyl trichloroacetimidate (1061723-00-9) + allyl alcohol (107-18-6) → C30H30O7 (1380505-26-9)

Guidance literature:

With phenyltrifluorosilane; In dichloromethane; at -40 ℃; for 2h; optical yield given as %de; diastereoselective reaction;

DOI:10.1002/adsc.201100933

Reference yield: 82.0%

2-O-benzyl-3,4-di-O-benzoyl-α-L-fucopyranosyl trichloroacetimidate (1061723-00-9) + 2-(trimethylsilyl)ethyl 2-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranosyl-(1→4)-6-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside (1415351-22-2) → 2-(trimethylsilyl)ethyl 3,4-di-O-benzoyl-2-O-benzyl-α-L-fucopyranosyl-(1→3)-2-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranosyl-(1→4)-[3,4-di-O-benzoyl-2-O-benzyl-α-L-fucopyranosyl-(1→3)]-6-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside (1415351-23-3)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -30 ℃; for 18h;

DOI:10.1016/j.carres.2012.08.008

upstream raw materials:

trichloroacetonitrile

Downstream raw materials:

allyl 2-O-(2-O-benzyl-3-O-benzoyl-α-L-fucopyranosyl)-3-O-(2-O-benzyl-3,4-di-O-benzoyl-α-L-fucopyranosyl)-α-L-fucopyranoside

allyl 2,3-di-O-(2-O-benzyl-3,4-di-O-benzoyl-α-L-fucopyranosyl)-α-L-fucopyranoside

allyl 2-O-(2-O-benzyl-3,4-di-O-benzoyl-α-L-fucopyranosyl)-3,4-O-isopropylidene-α-L-fucopyranoside

allyl 2-O-(2-O-benzyl-α-L-fucopyranosyl)-3,4-O-isopropylidene-α-L-fucopyranoside