Oleanonic acid benzyl ester

Base Information

• Chemical Name: Oleanonic acid benzyl ester
• CAS No.: 869788-74-9
• Molecular Formula: C37H52 O3
• Molecular Weight: 544.818
• Mol file: 869788-74-9.mol

Synonyms:3-Oxoolean-12-en-28-oicacid benzyl ester; Benzyl 3-oxoolean-12-en-28-oate

Chemical Property of Oleanonic acid benzyl ester

Chemical Property:

• Melting Point: 200.1 - 205.7 °C
• PSA: 43.37000
• LogP: 9.10060

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Oleanonic acid benzyl ester

There total 12 articles about Oleanonic acid benzyl 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: 96.0%

Oleanonsaeure (17990-42-0) + benzyl bromide (100-39-0) → (4aS,6aS,6bR,12aR)-benzyl 2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate (869788-74-9)

Guidance literature:

With potassium carbonate;

DOI:10.1002/cjoc.201300758

Reference yield: 95.0%

oleanolic acid benzyl ester (1272616-97-3) → (4aS,6aS,6bR,12aR)-benzyl 2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate (869788-74-9)

Guidance literature:

With dipyridinium dichromate; acetic anhydride; In dichloromethane; Reflux;

DOI:10.3390/molecules18033615

Reference yield: 94.0%

→ (4aS,6aS,6bR,12aR)-benzyl 2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate (869788-74-9)

Guidance literature:

upstream raw materials:

oleanolic acid benzyl ester

Oleanolic acid

benzyl chloride

2β,3β-dihydroxyolean-12-en-28-oic acid benzyl ester

Downstream raw materials:

C₃₇H₅₂O₄

olean-12-en-4-hydroxy-3,28-dioic acid

C₃₉H₅₃NO₃

C₃₉H₅₅NO₄

Refernces

• 1、 Akanji, Toyosi,He, Hao,Li, Dongli,Li, Huifang,Luo, Zhujun,Ma, Hang,Niu, Shengli,Seeram, Navindra P.,Wu, Panpan. "Synthesis and biological evaluations of oleanolic acid indole derivatives as hyaluronidase inhibitors with enhanced skin permeability". . p. 1665 - 1678. Retrieved 2021/07/31.
• 2、 Zhang, Da-Hui,Fang, Wei-Shuo,Wang, Shao-Rong. "An efficient semi-synthesis of 1-hydroxyl oleanolic acid analogs". . p. 595 - 601. Retrieved 2017/05/26.