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

Base Information

• Chemical Name: ethyl (2-O-benzoyl-3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2-O-benzoyl-4-O-benzyl-1-thio-α-L-rhamnopyranoside
• CAS No.: 905278-05-9
• Molecular Formula: C₄₉H₅₂O₁₀S
• Molecular Weight: 833.012
• Mol file: 905278-05-9.mol

Synonyms:ethyl (2-O-benzoyl-3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2-O-benzoyl-4-O-benzyl-1-thio-α-L-rhamnopyranoside

Chemical Property of ethyl (2-O-benzoyl-3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2-O-benzoyl-4-O-benzyl-1-thio-α-L-rhamnopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (2-O-benzoyl-3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2-O-benzoyl-4-O-benzyl-1-thio-α-L-rhamnopyranoside

There total 2 articles about ethyl (2-O-benzoyl-3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2-O-benzoyl-4-O-benzyl-1-thio-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: 76.0%

2-O-benzoyl-3,4-di-O-benzyl-α-L-rhamnopyranosyl trichloroacetimidate (905278-03-7) + ethyl 2-O-benzoyl-4-O-benzyl-1-thio-α-L-rhamnopyranoside (142776-67-8) → ethyl (2-O-benzoyl-3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2-O-benzoyl-4-O-benzyl-1-thio-α-L-rhamnopyranoside (905278-05-9)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; for 0.25h;

DOI:10.1002/ejoc.200600078

Reference yield:

2-O-benzoyl-3,4-di-O-benzyl-L-rhamnopyranoside → ethyl (2-O-benzoyl-3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2-O-benzoyl-4-O-benzyl-1-thio-α-L-rhamnopyranoside (905278-05-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / DBU / CH₂Cl₂ / 2 h / 0 °C

2: 76 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 0.25 h

With trimethylsilyl trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane;

DOI:10.1002/ejoc.200600078

Reference yield: 62.0%

ethyl (2-O-benzoyl-3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2-O-benzoyl-4-O-benzyl-1-thio-α-L-rhamnopyranoside (905278-05-9) + 5-[(benzyloxycarbonyl)amino]pentyl [3,4,6-tri-O-benzyl-2-O-(2-methoxycarbonylbenzyl)-α-D-glucopyranosyl]-(1->4)-(6-O-benzyl-2-deoxy-2-trifluoroacetamido-β-D-glucopyranosyl)-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside → C131H139F3N2O29

Guidance literature:

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; In dichloromethane; at -10 ℃; for 0.5h;

DOI:10.1002/ejoc.200600078

upstream raw materials:

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

ethyl 2-O-benzoyl-4-O-benzyl-1-thio-α-L-rhamnopyranoside