beta-CYPERONE

Base Information

• Chemical Name: beta-CYPERONE
• CAS No.: 23665-63-6
• Molecular Formula: C15H22 O
• Molecular Weight: 218.339
• Hs Code.: 2914399090
• Mol file: 23665-63-6.mol

Synonyms:2(3H)-Naphthalenone,4,4a,5,6-tetrahydro-1,4a-dimethyl-7-(1-methylethyl)-, (S)-; Eudesma-4,6-dien-3-one(7CI,8CI); (+)-b-Cyperone;b-Cyperone, (+)-

Chemical Property of beta-CYPERONE

Chemical Property:

• Melting Point: 86 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 100-135 °C(Press: 0.1 Torr)
• PSA: 17.07000
• Density: 0.98±0.1 g/cm3(Predicted)
• LogP: 4.04830

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of beta-CYPERONE

There total 3 articles about beta-CYPERONE 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: 33.0%

(1S,3S,6R)-3,7,7-Trimethyl-3-(3-oxo-pentyl)-bicyclo[4.1.0]heptan-2-one (51911-69-4) → eudesma-4,11-dien-3-one (473-08-5) + carissone (473-10-9) + β-cyperone (23665-63-6)

Guidance literature:

With toluene-4-sulfonic acid; In 1,4-dioxane; at 20 ℃; for 24h;

DOI:10.1055/s-2001-16804

Reference yield: 8.0%

elemol (639-99-6) → (3S,4aR,7aR)-1,3,3a,4,7,7a-hexahydro-6-isopropyl-1,1,3,3a-tetramethylsiobenzofuran + (S)-6-ethenyl-6-methyl-1-(1-methylethyl)-3-(1-methylethylidene)cyclohexene (5951-67-7) + δ-elemene (80796-88-9) + β-cyperone (23665-63-6)

Guidance literature:

With perchloric acid; In acetic acid; at 25 - 27 ℃; for 72h;

DOI:10.1002/hlca.200690050

Reference yield:

eudesma-4,11-dien-3-one (473-08-5) → 3-((1S)-2-oxo-1-methyl-4t-isopropenyl-cyclohexyl-(r))-propionic acid + β-cyperone (23665-63-6)

Guidance literature:

With methanol; sodium hydroxide; dihydrogen peroxide;

upstream raw materials:

eudesma-4,11-dien-3-one

(1S,3S,6R)-3,7,7-Trimethyl-3-(3-oxo-pentyl)-bicyclo[4.1.0]heptan-2-one

elemol

Downstream raw materials:

Toluene-4-sulfonic acid 2-((2R,4aS)-4a,8-dimethyl-7-oxo-1,2,3,4,4a,5,6,7-octahydro-naphthalen-2-yl)-2-hydroxy-propyl ester

carissone

eudesma-4,6-dien-3-one-(2,4-dinitro-phenylhydrazone)

Refernces

• 1、 Aoyama,Araki,Konoike. "Stereoselective total synthesis of (-)-α-eudesmol, a P/Q-type calcium channel blocker". . p. 1452 - 1454. Retrieved 2007/10/03.