Cholesta-4,9(11)-dien-3-one

Base Information

• Chemical Name: Cholesta-4,9(11)-dien-3-one
• CAS No.: 23820-62-4
• Molecular Formula: C₂₇H₄₂O
• Molecular Weight: 382.63
• Mol file: 23820-62-4.mol

Synonyms:Cholesta-4,9(11)-dien-3-one

Chemical Property of Cholesta-4,9(11)-dien-3-one

Chemical Property:

• Melting Point: 137 - 138 °C (methanol)
• PSA: 17.07000
• LogP: 7.51700

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cholesta-4,9(11)-dien-3-one

There total 14 articles about Cholesta-4,9(11)-dien-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: 83.0%

cholesta-1,4,9(11)-trien-3-one (75415-39-3) → cholesta-4,9(11)-dien-3-one (23820-62-4)

Guidance literature:

With Wilkinson's catalyst; hydrogen; In benzene; under 760 Torr;

Reference yield: 52.0%

1β-fluoro-5β-methyl-19-norcholest-9(10)-en-2-one → cholesta-4,9(11)-dien-3-one (23820-62-4)

Guidance literature:

With Kiselgel 60 F-254; In chloroform; for 24h; Ambient temperature;

DOI:10.1248/cpb.42.459

Reference yield:

Cholest-4-en-3-one (601-57-0) → cholesta-4,9(11)-dien-3-one (23820-62-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 13 percent / F₂ gas / CCl₃F / 0.6 h / -78 °C

2: 52 percent / Kiselgel 60 F-254 / CHCl₃ / 24 h / Ambient temperature

With Kiselgel 60 F-254; fluorine; In chloroform; trichlorofluoromethane;

DOI:10.1248/cpb.42.459

upstream raw materials:

cholesta-1,4,9⁽¹¹⁾-trien-3-one

5α-cholest-9(11)-en-3-one

Cholest-4-en-3-one

5α-cholestane-3β,6β-diol 6-acetate

Downstream raw materials:

C₂₉H₄₆S₂

9,10-seco-1,3,5⁽¹⁰⁾-cholestatrien-9-one

(1R,3aS,4S,7aR)-1-((R)-1,5-Dimethyl-hexyl)-7a-methyl-4-((E)-2-o-tolyl-vinyl)-octahydro-indene

(1R,3aS,4S,7aR)-1-((R)-1,5-Dimethyl-hexyl)-7a-methyl-4-(2-o-tolyl-ethyl)-octahydro-indene

Refernces

• 1、 Toyota,Chiba,Sugita,Sato,Kaneko. "Facile synthesis of 5α-fluorocholestan-3-one from 4-cholesten-3-one via molecular fluorine addition and reductive defluorination". . p. 459 - 461. Retrieved 1994.
• 2、 Lythgoe,Roberts. "Calciferol and its relatives. Part 25. A chemical degradation of 3 alpha-hydroxycholest-9(11)-ene to Des-AB-cholestane derivatives.". . p. 892 - 896. Retrieved 2007/10/02.