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

Base Information

• Chemical Name: (3,4-di-O-benzoyl-2-O-levulinoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzoyl-L-rhamnopyranosyl N-phenyltrifluoroacetimidate
• CAS No.: 911040-10-3
• Molecular Formula: C₅₃H₄₈F₃NO₁₅
• Molecular Weight: 995.957
• Mol file: 911040-10-3.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 6 articles about (3,4-di-O-benzoyl-2-O-levulinoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzoyl-L-rhamnopyranosyl N-phenyltrifluoroacetimidate 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: 72.0%

C45H44O15 + 2,2,2-trifluoro-N-phenyl-acetimidoyl chloride (61881-19-4) → (3,4-di-O-benzoyl-2-O-levulinoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzoyl-L-rhamnopyranosyl N-phenyltrifluoroacetimidate (911040-10-3)

Guidance literature:

With 4 A molecular sieve; sodium hydride; In dichloromethane; at 0 - 30 ℃;

DOI:10.1016/j.tet.2006.06.084

Reference yield:

ethyl 3,4-di-O-benzoyl-1-thio-α-L-rhamnopyranoside (911040-02-3) → (3,4-di-O-benzoyl-2-O-levulinoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzoyl-L-rhamnopyranosyl N-phenyltrifluoroacetimidate (911040-10-3)

Guidance literature:

Multi-step reaction with 4 steps

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

2: 83 percent / AW-300 4 Angstroem molecular sieves; NIS; TFOH / CH₂Cl₂ / 1.5 h / -30 °C

3: 83 percent / PdCl₂ / CH₂Cl₂; methanol / 20 °C

4: 72 percent / 4 Angstroem molecular sieves; NaH / CH₂Cl₂ / 0 - 30 °C

With dmap; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; sodium hydride; palladium dichloride; diisopropyl-carbodiimide; In methanol; dichloromethane;

DOI:10.1016/j.tet.2006.06.084

Reference yield:

ethyl 3,4-di-O-benzoyl-2-O-levulinoyl-1-thio-α-L-rhamnopyranoside (911040-07-8) → (3,4-di-O-benzoyl-2-O-levulinoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzoyl-L-rhamnopyranosyl N-phenyltrifluoroacetimidate (911040-10-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / AW-300 4 Angstroem molecular sieves; NIS; TFOH / CH₂Cl₂ / 1.5 h / -30 °C

2: 83 percent / PdCl₂ / CH₂Cl₂; methanol / 20 °C

3: 72 percent / 4 Angstroem molecular sieves; NaH / CH₂Cl₂ / 0 - 30 °C

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; sodium hydride; palladium dichloride; In methanol; dichloromethane;

DOI:10.1016/j.tet.2006.06.084

upstream raw materials:

2,2,2-trifluoro-N-phenyl-acetimidoyl chloride

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

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

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