Maprounic acid

Base Information

• Chemical Name: Maprounic acid
• CAS No.: 26549-17-7
• Deprecated CAS: 29099-34-1
• Molecular Formula: C₃₀H₄₈O₃
• Molecular Weight: 456.709
• Nikkaji Number: J17.073I
• Wikidata: Q27140309
• Metabolomics Workbench ID: 72212
• ChEMBL ID: CHEMBL258249
• Mol file: 26549-17-7.mol

Synonyms:3-hydroxyurs-12-en-29-oic acid;maprounic acid

Chemical Property of Maprounic acid

Chemical Property:

• Vapor Pressure: 1.47E-14mmHg at 25°C
• Melting Point: 300 - 302 °C
• Refractive Index: 1.557
• Boiling Point: 553.5°C at 760 mmHg
• Flash Point: 302.6°C
• PSA: 57.53000
• Density: 1.1g/cm³
• LogP: 7.23360
• XLogP3: 7.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 456.36034539
• Heavy Atom Count: 33
• Complexity: 885

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCC2(CC=C3C4(CCC5C(C(CCC5(C4CCC3(C2C1)C)C)O)(C)C)C)C(=O)O)C
• Isomeric SMILES: C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC[C@@]4(C3=CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)C)C)(C)C)O

Technology Process of Maprounic acid

There total 6 articles about Maprounic acid 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: 40.0%

3α-hydroxytaraxer-14-en-28-oic acid (29099-34-1) → aleuritolic acid (108906-72-5,26549-17-7,29099-34-1)

Guidance literature:

With 2,2-dimethylsuccinic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 24h; Inert atmosphere; Cooling with ice;

DOI:10.1080/10286020.2013.787990

Reference yield:

3-O-acetyl aleuritolic acid (28937-85-1) → aleuritolic acid (108906-72-5,26549-17-7,29099-34-1)

Guidance literature:

With potassium hydroxide; In methanol; for 24h; Ambient temperature;

DOI:10.1016/0031-9422(88)84109-8

Reference yield:

3-acetylaleuritolic acid (28937-85-1,85271-48-3) → aleuritolic acid (26549-17-7,108906-72-5,29099-34-1)

Guidance literature:

With methanol; potassium carbonate;

upstream raw materials:

3-O-acetyl aleuritolic acid

3α-hydroxytaraxer-14-en-28-oic acid

3-acetylaleuritolic acid

Refernces

• 1、 Bandara, Ratnayake B.M.,Wimalasiri, W.R.,MacLeod, John K.. "ENT-KAURENES AND OLEANANES FROM CROTON LACCIFERUS". . p. 869 - 872. Retrieved 2007/10/02.