23,24-Bisnorchola-1,4-dien-3-one-22-carboxylic acid

Base Information

• Chemical Name: 23,24-Bisnorchola-1,4-dien-3-one-22-carboxylic acid
• CAS No.: 14508-05-5
• Molecular Formula: C₂₂H₃₂O₃
• Molecular Weight: 344.494
• Mol file: 14508-05-5.mol

Synonyms:

Chemical Property of 23,24-Bisnorchola-1,4-dien-3-one-22-carboxylic acid

Chemical Property:

• Melting Point: 260-263 °C
• Boiling Point: 505.1±19.0 °C(Predicted)
• Density: 1.13±0.1 g/cm3(Predicted)

Purity/Quality:

3-Oxo-23,24-bisnor-4-cholenicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 3-Oxo-23,24-bisnor-4-cholenic Acid is derived from Bisnorcholenaldehyde (B508830), which can be used to prepare 27-Nor-Δ4-dafachronic acid as a synthetic ligand of Caenorhabditis elegans DAF-12 receptor. It is also used to synthesize 3β,6α-dihydroxy-5α-cholan-23-one.

Technology Process of 23,24-Bisnorchola-1,4-dien-3-one-22-carboxylic acid

There total 18 articles about 23,24-Bisnorchola-1,4-dien-3-one-22-carboxylic acid 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: 78.0%

(20S)-20-hydroxymethylpregn-4-en-3-one (40736-33-2) → 23,24-Bisnorchola-1,4-dien-3-one-22-carboxylic acid (3614-61-7,5327-60-6,66512-12-7,96686-97-4,14508-05-5)

Guidance literature:

With chromium(VI) oxide; In acetone;

Reference yield: 69.0%

(20S)-3-oxopregn-4-ene-20-carboxaldehyde (3986-89-8) → 23,24-Bisnorchola-1,4-dien-3-one-22-carboxylic acid (3614-61-7,5327-60-6,66512-12-7,96686-97-4,14508-05-5)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium chlorite; sodium hypochlorite; In acetonitrile; at 20 ℃; pH=6.5;

DOI:10.1021/jo801198u

Reference yield: 64.5%

3-Keto-bis-norchola-1,4-dienoic acid (20248-18-4,67516-56-7,71154-85-3) → 2-((8R,9S,10S,13S,14S)-10,13-Dimethyl-3-oxo-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-propionic acid (115208-40-7) + 3-Keto-bis-norchol-4-enoic acid (3614-61-7,5327-60-6,14508-05-5,66512-12-7,96686-97-4)

Guidance literature:

With hydrogen; Wilkinson's catalyst; In benzene; for 8h; Ambient temperature;

DOI:10.1007/BF00777457

upstream raw materials:

pyridine

(20S)-3-oxopregn-4-ene-20-carboxaldehyde

Dinorcholenaldehyde

hydroxybisnorcholenic acid

Downstream raw materials:

(20S)-3-oxopregna-1,4-diene-20-carboxylic acid

3-oxo-23,24-bisnorchol-4-en-22-oyl-coenzyme A

5'-adenosine monophosphate

Androstenedione