5alpha-Cholesta-7,24-dien-3beta-ol

Base Information

• Chemical Name: 5alpha-Cholesta-7,24-dien-3beta-ol
• CAS No.: 651-54-7
• Molecular Formula: C₂₇H₄₄O
• Molecular Weight: 384.646
• DSSTox Substance ID: DTXSID50862357
• Nikkaji Number: J530.073H
• Wikidata: Q27101835
• Metabolomics Workbench ID: 34494
• ChEMBL ID: CHEMBL4163100
• Mol file: 651-54-7.mol

Synonyms:5 alpha-cholesta-7,24-dien-3 beta-ol;cholesta-7,24-dien-3-ol;cholesta-7,24-dien-3-ol, (3beta)-isomer

Chemical Property of 5alpha-Cholesta-7,24-dien-3beta-ol

Chemical Property:

• Vapor Pressure: 2.6E-11mmHg at 25°C
• Boiling Point: 481.9°C at 760 mmHg
• PKA: 15.10±0.70(Predicted)
• Flash Point: 208.9°C
• PSA: 20.23000
• Density: 1g/cm³
• LogP: 7.30880
• XLogP3: 7.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 384.339216023
• Heavy Atom Count: 28
• Complexity: 641

Purity/Quality:

99%, ^*data from raw suppliers

5α-Cholesta-7,24-diene-3β-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCC=C(C)C)C1CCC2C1(CCC3C2=CCC4C3(CCC(C4)O)C)C
• Isomeric SMILES: C[C@H](CCC=C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=CC[C@@H]4[C@@]3(CC[C@@H](C4)O)C)C
• Uses: 5α-Cholesta-7,24-diene-3β-ol, is the derivative of Zymosterol (Z701520). It can also be used for identification of a new plasma biomarker of Alzheimer's disease using metabolomics technology.

Technology Process of 5alpha-Cholesta-7,24-dien-3beta-ol

There total 4 articles about 5alpha-Cholesta-7,24-dien-3beta-ol 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:

3β-(tetrahydro-2H-pyran-2-yloxy)chol-5-en-24-ol (66414-43-5) → 5α-cholesta-7,24-dien-3β-ol (17608-47-8,651-54-7,17896-16-1)

Guidance literature:

Multi-step reaction with 6 steps

1: pyridinium chlorochromate

2: p-toluenesulfonic acid / benzene

4: tetra-n-butylammonium fluoride

5: H₂ / Raney-Ni W₄ / ethanol

6: d.HCl / 1.) acetone; 2.) THF

With hydrogenchloride; tetrabutyl ammonium fluoride; hydrogen; toluene-4-sulfonic acid; pyridinium chlorochromate; Raney-Ni W₄; In ethanol; benzene;

DOI:10.1248/cpb.36.2724

Reference yield:

3β-(tetrahydro-2H-pyran-2-yloxy)chol-5-en-24-al (66414-44-6) → 5α-cholesta-7,24-dien-3β-ol (17608-47-8,651-54-7,17896-16-1)

Guidance literature:

Multi-step reaction with 5 steps

1: p-toluenesulfonic acid / benzene

3: tetra-n-butylammonium fluoride

4: H₂ / Raney-Ni W₄ / ethanol

5: d.HCl / 1.) acetone; 2.) THF

With hydrogenchloride; tetrabutyl ammonium fluoride; hydrogen; toluene-4-sulfonic acid; Raney-Ni W₄; In ethanol; benzene;

DOI:10.1248/cpb.36.2724

Reference yield:

24,24-ethylenedioxy-Δ5-chola-3β-acetate (86476-27-9) → 5α-cholesta-7,24-dien-3β-ol (17608-47-8,651-54-7,17896-16-1)

Guidance literature:

Multi-step reaction with 3 steps

1: tetra-n-butylammonium fluoride

2: H₂ / Raney-Ni W₄ / ethanol

3: d.HCl / 1.) acetone; 2.) THF

With hydrogenchloride; tetrabutyl ammonium fluoride; hydrogen; Raney-Ni W₄; In ethanol;

DOI:10.1248/cpb.36.2724

upstream raw materials:

3β-(tetrahydro-2H-pyran-2-yloxy)chol-5-en-24-ol

3β-(tetrahydro-2H-pyran-2-yloxy)chol-5-en-24-al

24,24-ethylenedioxy-Δ⁵-chola-3β-acetate

Acetic acid (3S,9S,10R,13R,14R,17R)-17-((R)-3-[1,3]dioxolan-2-yl-1-methyl-propyl)-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

Downstream raw materials:

(25S)-3-keto-5α-cholest-7-en-26-oic acid

(25R)-3-keto-5α-cholest-7-en-26-oic acid

Refernces