allyl (2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

Base Information

• Chemical Name: allyl (2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside
• CAS No.: 242473-77-4
• Molecular Formula: C₃₅H₄₀O₁₄
• Molecular Weight: 684.694
• Mol file: 242473-77-4.mol

Synonyms:allyl (2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

Chemical Property of allyl (2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl (2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

There total 8 articles about allyl (2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside 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: 88.0%

2,3,4-tri-O-acetyl-L-rhamnopyranosyl trichloroacetimidate (113893-72-4) + allyl 2,4-di-O-benzoyl-α-L-rhamnopyranoside (136737-75-2) → allyl (2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside (242473-77-4)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate;

DOI:10.1016/S0040-4039(99)01839-0

Reference yield: 84.0%

3',4'-di-O-acetyl-β-L-rhamnopyranose exo-1',2'-(allyl 2,4-di-O-benzoyl-α-L-rhamnopyranosid)-3-yl orthoacetate → allyl (2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside (242473-77-4)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; 4 Angstroem M_.S; In dichloromethane; at -10 - -5 ℃; for 1.5h;

DOI:10.1080/07328309908544027

Reference yield:

allyl α-L-rhamnopyranoside (64650-81-3) → allyl (2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside (242473-77-4)

Guidance literature:

Multi-step reaction with 2 steps

1: TMSOTf / CH₂Cl₂ / 3 h / -25 - 20 °C

2: 4.400 g / pyridine / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; In dichloromethane;

DOI:10.1016/S0008-6215(01)00258-0

upstream raw materials:

2,3,4-tri-O-acetyl-L-rhamnopyranosyl trichloroacetimidate

allyl 2,4-di-O-benzoyl-α-L-rhamnopyranoside

benzoyl chloride

allyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl(1->3)-α-L-rhamnopyranoside

Downstream raw materials:

allyl α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

Ethyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2-O-acetyl-4-O-benzoyl-1-thio-α-L-rhamnopyranoside

methyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-D-rhamnopyranosyl-(1->2)-3,4-di-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3,4-di-O-benzoyl-α-L-rhamnopyranoside

2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranosyl 2,2,2-trichloroacetamidate