(24R)-METHYLCHOLESTA-3,5-DIENE AND (24R)-ETHYLCHOLESTA-3,5-DIENE

Base Information

• Chemical Name: (24R)-METHYLCHOLESTA-3,5-DIENE AND (24R)-ETHYLCHOLESTA-3,5-DIENE
• CAS No.: 4970-37-0
• Molecular Formula: C₂₉H₄₈
• Molecular Weight: 396.7
• Mol file: 4970-37-0.mol

Synonyms:(24R)-METHYLCHOLESTA-3,5-DIENE AND (24R)-ETHYLCHOLESTA-3,5-DIENE;(24R)-24-METHYLCHOLESTA-3,5-DIENE AND (24R)-ETHYLCHOLESTA-3,5-DIENE

Chemical Property of (24R)-METHYLCHOLESTA-3,5-DIENE AND (24R)-ETHYLCHOLESTA-3,5-DIENE

Chemical Property:

• Vapor Pressure: 6.4E-09mmHg at 25°C
• Boiling Point: 480.3°C at 760 mmHg
• Flash Point: 240.6°C
• PSA: 0.00000
• Density: 0.94g/cm³
• LogP: 8.83000

Purity/Quality:

99% ,98%,Electron Grade , ^*data from raw suppliers

Stigmasta-3,5-diene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Stigmasta-3,5-diene is one of the components found in vegetable oil after refining.

Technology Process of (24R)-METHYLCHOLESTA-3,5-DIENE AND (24R)-ETHYLCHOLESTA-3,5-DIENE

There total 2 articles about (24R)-METHYLCHOLESTA-3,5-DIENE AND (24R)-ETHYLCHOLESTA-3,5-DIENE 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: 38.0%

stigmast-5-en-3-yl acetate (915-05-9,4651-54-1,29537-34-6,75023-86-8,120294-68-0,122331-55-9) → (24R)-3β-acetoxystigmast-5-en-7-one (18376-53-9) + 24-(R)-ethylcholesta-3,5-diene (79897-80-6,4970-37-0) + (24R)-3β-acetoxy-5,6-secostigmast-5-on-6-oic acid

Guidance literature:

With chromium(VI) oxide; acetic acid; In chloroform; water; at 50 ℃;

DOI:10.1007/BF02282511

Reference yield:

2,3,4,6-tetra-O-acetyl-D-glucopyranosyl bromide (572-09-8,3068-32-4,4026-32-8,6919-96-6,13242-53-0,14227-54-4,14795-18-7,19186-59-5,19285-38-2,21698-13-5,29907-26-4,53369-42-9,60619-58-1,61303-35-3,67337-79-5,69127-37-3,70749-15-4,72002-90-5,75247-30-2,75880-74-9,78418-57-2,102339-89-9,102339-90-2,103530-40-1,114028-03-4,114718-45-5,138514-70-2,138514-71-3) + β-sitosterol (83-46-5) → stigmast-5-en-3-yl acetate (915-05-9,4651-54-1,29537-34-6,75023-86-8,120294-68-0,122331-55-9) + di-β-sitosteryl ether (25694-37-5) + β-sitosteryl bromide (66252-73-1) + 24-(R)-ethylcholesta-3,5-diene (79897-80-6,4970-37-0) + β-sitosteryl 2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside (66252-74-2) + stigmast-5-en-3β-yl-(tetra-O-acetyl-β-D-glucopyranoside) (4282-00-2,55061-93-3,66252-74-2)

Guidance literature:

Product distribution; diff. solvents (benzene, nitromethane, toluene, chloroform); catalysts (Hg(OAc)2, Hg(CN)2, CdCO₃, Ag₂O, Ag₂CO₃, HgO/HgBr₂, HgBr₂*HBr); varying react. conditions;

DOI:10.1016/S0008-6215(00)85361-6

Reference yield:

24-(R)-ethylcholesta-3,5-diene (79897-80-6,4970-37-0) → (S)-17-((1R,4R)-4-Ethyl-1,5-dimethyl-hexyl)-17-methyl-16,17-dihydro-15H-cyclopenta[a]phenanthrene (80382-33-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) 9,10-phenantrenequinone 2.) chloranil / 1.) anizole, reflux 2.) xylol, reflux

2: H₂ / Pd/C

With hydrogen; chloranil; 9,10-phenanthrenequinone; palladium on activated charcoal;

DOI:10.1016/S0040-4039(01)81893-1

upstream raw materials:

2,3,4,6-tetra-O-acetyl-D-glucopyranosyl bromide

β-sitosterol

stigmast-5-en-3-yl acetate

Downstream raw materials:

(S)-17-((1R,4R)-4-Ethyl-1,5-dimethyl-hexyl)-17-methyl-16,17-dihydro-15H-cyclopenta[a]phenanthrene