O-(2-O-acetyl-3,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-O-(3,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->3)-4-O-benzoyl-1,2-O-<1-(exocyano)ethylidene>-β-L-rhamnopyranose

Base Information

• Chemical Name: O-(2-O-acetyl-3,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-O-(3,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->3)-4-O-benzoyl-1,2-O-<1-(exocyano)ethylidene>-β-L-rhamnopyranose
• CAS No.: 96961-27-2
• Molecular Formula: C₅₈H₅₅NO₁₉
• Molecular Weight: 1070.07
• Mol file: 96961-27-2.mol

Synonyms:

Chemical Property of O-(2-O-acetyl-3,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-O-(3,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->3)-4-O-benzoyl-1,2-O-<1-(exocyano)ethylidene>-β-L-rhamnopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O-(2-O-acetyl-3,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-O-(3,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->3)-4-O-benzoyl-1,2-O-<1-(exocyano)ethylidene>-β-L-rhamnopyranose

There total 10 articles about O-(2-O-acetyl-3,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-O-(3,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->3)-4-O-benzoyl-1,2-O-<1-(exocyano)ethylidene>-β-L-rhamnopyranose 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: 80.0%

4-O-benzoyl-3-O-(3,4-di-O-benzoyl-α-L-rhamnopyranosyl)-1,2-O.<1-(exo-cyano)ethylidene>-β-L-rhamnopyranose (89756-18-3,111001-71-9) + 2-O-acetyl-3,4-di-O-benzoyl-L-rhamnopyranosyl bromide (85572-67-4) → O-(2-O-acetyl-3,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-O-(3,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->3)-4-O-benzoyl-1,2-O-<1-(exocyano)ethylidene>-β-L-rhamnopyranose (96961-27-2,102046-13-9)

Guidance literature:

With mercury(II) cyanide; In acetonitrile; for 3.5h;

DOI:10.1016/S0040-4020(01)96688-8 DOI:10.1007/BF01142799

Reference yield: 66.0%

C22H21BrO7 (96998-56-0) + C36H35NO12 (111001-71-9) → C58H55NO19 (96961-27-2)

Guidance literature:

Helferich glycosylation;

DOI:10.1016/0008-6215(85)85174-0

Reference yield:

3-O-(2-O-acetyl-3,4-di-O-benzoyl-α-L-rhamnopyranosyl)-4-O-benzoyl-1,2-O-<1-(exo-cyano)ethylidene>-β-L-rhamnopyranose (85572-79-8) → O-(2-O-acetyl-3,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-O-(3,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->3)-4-O-benzoyl-1,2-O-<1-(exocyano)ethylidene>-β-L-rhamnopyranose (96961-27-2,102046-13-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 37 percent / acetyl chloride / CHCl₃; methanol / 4 h / 20 °C

2: 80 percent / Hg(CN)2 / acetonitrile / 3.5 h

With mercury(II) cyanide; acetyl chloride; In methanol; chloroform; acetonitrile;

DOI:10.1007/BF01142799

upstream raw materials:

4-O-benzoyl-3-O-(3,4-di-O-benzoyl-α-L-rhamnopyranosyl)-1,2-O.<1-(exo-cyano)ethylidene>-β-L-rhamnopyranose

2-O-acetyl-3,4-di-O-benzoyl-L-rhamnopyranosyl bromide

3-O-(2-O-acetyl-3,4-di-O-benzoyl-α-L-rhamnopyranosyl)-4-O-benzoyl-1,2-O-<1-(exo-cyano)ethylidene>-β-L-rhamnopyranose

p-tolyl 2,3-O-isopropylidene-1-thio-α-L-rhamnopyranoside

Downstream raw materials:

O-(3,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-O-(3,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->3)-4-O-benzoyl-1,2-O-<1-(exocyano)ethylidene>-β-L-rhamnopyranose

C₅₆H₅₃NO₁₈