Carissone

Base Information

• Chemical Name: Carissone
• CAS No.: 473-10-9
• Molecular Formula: C15H24O2
• Molecular Weight: 236.354
• Mol file: 473-10-9.mol

Synonyms:(+)-Carissone;11-hydroxy-eudesm-4-en-3-one;<7R,10S>-Δ1.9-7-<2-Hydroxy-propyl-(2)>-1,10-dimethyl-octalin-(2);Carissone;11-Hydroxy-eudesm-4-en-3-on;(4aS,7R)-7-(1-Hydroxy-1-methyl-ethyl)-1,4a-dimethyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one;11-hydroxy-4-eudesmen-3-one;

Chemical Property of Carissone

Chemical Property:

• Melting Point: 78-79 °C
• Boiling Point: 123-125 °C(Press: 0.15 Torr)
• PKA: 15.10±0.29(Predicted)
• PSA: 37.30000
• Density: 1.03±0.1 g/cm3(Predicted)
• LogP: 3.24310

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Carissone

There total 17 articles about Carissone 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: 100.0%

eudesm-4-ene-3β,11-diol (69427-76-5) → carissone (473-10-9)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; Molecular sieve; Inert atmosphere;

DOI:10.1021/ol802409h

Reference yield: 86.0%

3-hydroxy-γ-eudesmol (15051-79-3,69427-76-5,82309-56-6,82309-57-7,83149-11-5) → carissone (473-10-9)

Guidance literature:

With chromium(VI) oxide; In pyridine;

DOI:10.1139/v82-255

Reference yield: 81.0%

(1S,3S,6R)-3,7,7-Trimethyl-3-(3-oxo-pentyl)-bicyclo[4.1.0]heptan-2-one (51911-69-4) → carissone (473-10-9)

Guidance literature:

With water; toluene-4-sulfonic acid; In 1,4-dioxane; at 60 ℃; for 15h;

DOI:10.1055/s-2001-16804

upstream raw materials:

r-eudesmol

3-hydroxy-γ-eudesmol

11-hydroxy-4-eudesmadien-3-one

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

Downstream raw materials:

r-eudesmol

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.
• 2、 Uegaki, Reiko,Kubo, Susumu,Fujimori, Takane. "STRESS COMPOUNDS IN THE LEAVES OF NICOTIANA UNDULATA INDUCED BY TMV INOCULATION". . p. 365 - 368. Retrieved 2007/10/02.