O-2,4-di-O-[(2S)-2-methylbutyryl]-3-O-benzyl-L-rhamnopyranosyl trichloroacetimidate

Base Information

• Chemical Name: O-2,4-di-O-[(2S)-2-methylbutyryl]-3-O-benzyl-L-rhamnopyranosyl trichloroacetimidate
• CAS No.: 460745-23-7
• Molecular Formula: C₂₅H₃₄Cl₃NO₇
• Molecular Weight: 566.906
• Mol file: 460745-23-7.mol

Synonyms:O-2,4-di-O-[(2S)-2-methylbutyryl]-3-O-benzyl-L-rhamnopyranosyl trichloroacetimidate

Chemical Property of O-2,4-di-O-[(2S)-2-methylbutyryl]-3-O-benzyl-L-rhamnopyranosyl trichloroacetimidate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O-2,4-di-O-[(2S)-2-methylbutyryl]-3-O-benzyl-L-rhamnopyranosyl trichloroacetimidate

There total 6 articles about O-2,4-di-O-[(2S)-2-methylbutyryl]-3-O-benzyl-L-rhamnopyranosyl trichloroacetimidate 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: 92.0%

trichloroacetonitrile (545-06-2) + 2,4-di-O-[(2S)-2-methylbutyryl]-3-O-benzyl-α-L-rhamnopyranose (460745-22-6) → O-2,4-di-O-[(2S)-2-methylbutyryl]-3-O-benzyl-L-rhamnopyranosyl trichloroacetimidate (460745-23-7)

Guidance literature:

With caesium carbonate; In dichloromethane;

DOI:10.1002/1521-3773(20020617)41

Reference yield:

allyl α-L-rhamnopyranoside (64650-81-3) → O-2,4-di-O-[(2S)-2-methylbutyryl]-3-O-benzyl-L-rhamnopyranosyl trichloroacetimidate (460745-23-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: Bu₂SnO / toluene / Heating

1.2: 72 percent / CsF / dimethylformamide

2.1: 89 percent / N,N'-dicyclohexylcarbodiimide; 4-dimethylaminopyridine / CH₂Cl₂

3.1: 80 percent / PPTS / Pd/C / methanol

4.1: 92 percent / Cs₂CO₃ / CH₂Cl₂

With dmap; pyridinium p-toluenesulfonate; di(n-butyl)tin oxide; caesium carbonate; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; dichloromethane; toluene;

DOI:10.1002/1521-3773(20020617)41

Reference yield:

(S)-2-Methylbutyric acid (1730-91-2) → O-2,4-di-O-[(2S)-2-methylbutyryl]-3-O-benzyl-L-rhamnopyranosyl trichloroacetimidate (460745-23-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / N,N'-dicyclohexylcarbodiimide; 4-dimethylaminopyridine / CH₂Cl₂

2: 80 percent / PPTS / Pd/C / methanol

3: 92 percent / Cs₂CO₃ / CH₂Cl₂

With dmap; pyridinium p-toluenesulfonate; caesium carbonate; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1002/1521-3773(20020617)41

upstream raw materials:

trichloroacetonitrile

2,4-di-O-[(2S)-2-methylbutyryl]-3-O-benzyl-α-L-rhamnopyranose

allyl α-L-rhamnopyranoside

(S)-2-Methylbutyric acid