allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside

Base Information

• Chemical Name: allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside
• CAS No.: 518975-23-0
• Molecular Formula: C₅₂H₄₈O₁₆
• Molecular Weight: 928.944
• Mol file: 518975-23-0.mol

Synonyms:allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside

Chemical Property of allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside

There total 1 articles about allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->2)-3-O-acetyl-4-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: 84.5%

2,3,4,6-tetra-O-benzoyl-D-glucopyranosyl trichloroacetimidate (149707-75-5) + allyl 3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside (518975-22-9) → allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside (518975-23-0)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -10 - 20 ℃; for 3h;

DOI:10.1081/CAR-120016856

Reference yield: 94.9%

allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside (518975-23-0) → allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->2)-4-O-benzoyl-α-L-rhamnopyranoside

Guidance literature:

With methanol; acetyl chloride; at 0 - 20 ℃;

DOI:10.1081/CAR-120016856

Reference yield:

allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside (518975-23-0) → 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl trichloroacetimidate (518975-27-4)

Guidance literature:

Multi-step reaction with 2 steps

1: PdCl₂; sodium acetate / acetic acid; H₂O / 12 h

2: 876 mg / DBU / CH₂Cl₂ / 2 h

With sodium acetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium dichloride; In dichloromethane; water; acetic acid;

DOI:10.1081/CAR-120016856

upstream raw materials:

2,3,4,6-tetra-O-benzoyl-D-glucopyranosyl trichloroacetimidate

allyl 3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside

Downstream raw materials:

2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl trichloroacetimidate

allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranosyl trichloroacetimidate