ethyl 3,4-di-O-benzoyl-2-O-levulinoyl-1-thio-α-L-rhamnopyranoside

Base Information

• Chemical Name: ethyl 3,4-di-O-benzoyl-2-O-levulinoyl-1-thio-α-L-rhamnopyranoside
• CAS No.: 911040-07-8
• Molecular Formula: C₂₇H₃₀O₈S
• Molecular Weight: 514.596
• Mol file: 911040-07-8.mol

Synonyms:ethyl 3,4-di-O-benzoyl-2-O-levulinoyl-1-thio-α-L-rhamnopyranoside

Chemical Property of ethyl 3,4-di-O-benzoyl-2-O-levulinoyl-1-thio-α-L-rhamnopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 3,4-di-O-benzoyl-2-O-levulinoyl-1-thio-α-L-rhamnopyranoside

There total 3 articles about ethyl 3,4-di-O-benzoyl-2-O-levulinoyl-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: 91.0%

ethyl 3,4-di-O-benzoyl-1-thio-α-L-rhamnopyranoside (911040-02-3) + levulinic acid (123-76-2) → ethyl 3,4-di-O-benzoyl-2-O-levulinoyl-1-thio-α-L-rhamnopyranoside (911040-07-8)

Guidance literature:

With dmap; diisopropyl-carbodiimide; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/j.tet.2006.06.084

Reference yield:

benzoyl chloride (98-88-4) → ethyl 3,4-di-O-benzoyl-2-O-levulinoyl-1-thio-α-L-rhamnopyranoside (911040-07-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / pyridine / CH₂Cl₂ / 2.5 h / -30 °C

2: 91 percent / DMAP; N,N'-diisopropylcarbodiimide / CH₂Cl₂ / 1 h / 20 °C

With pyridine; dmap; diisopropyl-carbodiimide; In dichloromethane;

DOI:10.1016/j.tet.2006.06.084

Reference yield:

ethyl 4-O-benzoyl-1-thio-α-L-rhamnopyranoside (145836-03-9) → ethyl 3,4-di-O-benzoyl-2-O-levulinoyl-1-thio-α-L-rhamnopyranoside (911040-07-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / pyridine / CH₂Cl₂ / 2.5 h / -30 °C

2: 91 percent / DMAP; N,N'-diisopropylcarbodiimide / CH₂Cl₂ / 1 h / 20 °C

With pyridine; dmap; diisopropyl-carbodiimide; In dichloromethane;

DOI:10.1016/j.tet.2006.06.084

upstream raw materials:

ethyl 3,4-di-O-benzoyl-1-thio-α-L-rhamnopyranoside

levulinic acid

benzoyl chloride

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

Downstream raw materials:

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

(3,4-di-O-benzoyl-2-O-levulinoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzoyl-L-rhamnopyranosyl N-phenyltrifluoroacetimidate