3-ACETYLOXY-2-HYDROXY-(2ALPHA,3BETA)-OLEAN-12-EN-28-OIC ACID METHYL ESTER

Base Information

• Chemical Name: 3-ACETYLOXY-2-HYDROXY-(2ALPHA,3BETA)-OLEAN-12-EN-28-OIC ACID METHYL ESTER
• CAS No.: 107578-79-0
• Molecular Formula: C₃₃H₅₂O₅
• Molecular Weight: 528.773
• Mol file: 107578-79-0.mol

Synonyms:3-ACETYLOXY-2-HYDROXY-(2ALPHA,3BETA)-OLEAN-12-EN-28-OIC ACID METHYL ESTER

Chemical Property of 3-ACETYLOXY-2-HYDROXY-(2ALPHA,3BETA)-OLEAN-12-EN-28-OIC ACID METHYL ESTER

Chemical Property:

• Melting Point: 192 - 194 °C
• PSA: 72.83000
• LogP: 6.86360

Purity/Quality:

3-ACETYLOXY-2-HYDROXY-(2-ALPHA,3-BETA)-OLEAN-12-EN-28-OIC ACID METHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-ACETYLOXY-2-HYDROXY-(2ALPHA,3BETA)-OLEAN-12-EN-28-OIC ACID METHYL ESTER

There total 8 articles about 3-ACETYLOXY-2-HYDROXY-(2ALPHA,3BETA)-OLEAN-12-EN-28-OIC ACID METHYL ESTER 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: 45.0%

methyl maslinate (22425-82-7) + acetic anhydride (108-24-7) → methyl 2α-acetoxy-3β-hydroxyolean-12-en-28-oate (22425-77-0) + methyl 3β-acetoxy-2α-hydroxy-12-oleane-28-oate (107578-79-0) + (2α,3β) methyl 2,3-diacetyl-olean-12-en-28-oate (19533-95-0)

Guidance literature:

With pyridine; at 0 ℃; for 24h;

Reference yield: 45.0%

potassium acetate (127-08-2) + methyl 2β,3β-epoxy-12-oleanen-28-oate (292859-65-5) → methyl 2α-acetoxy-3β-hydroxyolean-12-en-28-oate (22425-77-0) + methyl 3β-acetoxy-2α-hydroxy-12-oleane-28-oate (107578-79-0)

Guidance literature:

With acetic acid; for 3h; Heating;

DOI:10.1021/jo026832s

Reference yield:

methyl maslinate (22425-82-7) → methyl 3β-acetoxy-2α-hydroxy-12-oleane-28-oate (107578-79-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / triphenylphosphine; diethyl azodicarboxylate / dimethylformamide / 2 h / Heating

2: 40 percent / acetic acid / 3 h / Heating

With acetic acid; triphenylphosphine; diethylazodicarboxylate; In N,N-dimethyl-formamide; 1: Mitsunobu reaction;

DOI:10.1021/jo026832s

upstream raw materials:

methyl maslinate

acetic anhydride

potassium acetate

methyl 2β,3β-epoxy-12-oleanen-28-oate