Urs-12-en-3-one

Base Information

• Chemical Name: Urs-12-en-3-one
• CAS No.: 638-96-0
• Molecular Formula: C30H48 O
• Molecular Weight: 424.711
• UNII: XLL7MH4OJO
• ChEMBL ID: CHEMBL518475
• Nikkaji Number: J13.582H
• Wikidata: Q27293894
• Mol file: 638-96-0.mol

Synonyms:3-Ketours-12-ene;3-Oxours-12-ene; a-Amirenone;a-Amirone; a-Amyrenone; a-Amyrone

Chemical Property of Urs-12-en-3-one

Chemical Property:

• Vapor Pressure: 8.41E-10mmHg at 25°C
• Boiling Point: 491.4°C at 760 mmHg
• Flash Point: 204.3°C
• PSA: 17.07000
• Density: 1g/cm³
• LogP: 8.23300
• XLogP3: 8.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 424.370516150
• Heavy Atom Count: 31
• Complexity: 820

Purity/Quality:

> 95% ^*data from raw suppliers

alpha-Amyrenone >98%,Standard References Grade ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(=O)C5(C)C)C)C)C2C1C)C)C
• Isomeric SMILES: C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CCC(=O)C5(C)C)C)C)[C@@H]2[C@H]1C)C)C

Technology Process of Urs-12-en-3-one

There total 8 articles about Urs-12-en-3-one 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: 90.0%

α-amyrin (638-95-9) → urs-12-en-3-one (638-96-0)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1016/j.ejmech.2008.09.011

Reference yield: 70.0%

α‐amyrin (638-95-9,5937-48-4,101915-51-9) → Ursen-12-on-3 (638-96-0,35738-45-5)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1002/pca.2771

Reference yield: 47.0%

α-amyrin (638-95-9) → urs-12-en-3-one (638-96-0) + 3,11-dioxo α-amyrin (38242-01-2)

Guidance literature:

With chromium(VI) oxide; In acetic acid; for 48h; Ambient temperature;

DOI:10.1007/BF00900765

upstream raw materials:

α-amyrin

(3β)-urs-12-en-3-yl palmitate

urs-12-en-3-ol

α‐amyrin

Downstream raw materials:

α-amyrin

3α-hydroxyurs-12-ene

(E)-1-(2,4-dinitrophenyl)-2-(4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,4a,5,6,6a,7,8,8a,9,10,11,12,12a,14,14a-hexadecahydropicen-3-(4H,6bH,14bH)-ylidene)-hydrazine

urs-12-ene

Refernces

• 1、 Levy,D.,Stevenson,R.. "-". . p. 1265 - 1267. Retrieved 1967.
• 2、 Calixto, Nivea O.,Cordeiro, Millena S.,Giorno, Thais B. S.,Oliveira, Gibson G.,Lopes, Norberto P.,Fernandes, Patricia D.,Pinto, Angelo C.,Rezende, Claudia M.. "Chemical constituents of Psychotria nemorosa gardner and antinociceptive activity". . p. 707 - 723. Retrieved 2017/03/31.