Homo-3beta-hydroxycard-5,22-dienolide

Base Information

• Chemical Name: Homo-3beta-hydroxycard-5,22-dienolide
• CAS No.: 77698-97-6
• Molecular Formula: C₂₄H₃₄O₃
• Molecular Weight: 370.532
• Mol file: 77698-97-6.mol

Synonyms:4'-(3 beta-hydroxyandrost-5-en-17 beta-yl)methyl-2'(5')- furanone;homo-3 beta-hydroxycard-5,22-dienolide

Chemical Property of Homo-3beta-hydroxycard-5,22-dienolide

Chemical Property:

• Vapor Pressure: 3.33E-16mmHg at 25°C
• Boiling Point: 586.6°C at 760 mmHg
• Flash Point: 201°C
• Density: 1.21g/cm³
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 386.24570956
• Heavy Atom Count: 28
• Complexity: 739

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(CC1=CCC3C2CCC4(C3C5CC4CC(=CC(=O)O5)CO)C)O
• Isomeric SMILES: C[C@]12CC[C@@H](CC1=CC[C@@H]3[C@@H]2CC[C@]4([C@@H]3C5C[C@@H]4C/C(=C\C(=O)O5)/CO)C)O

Technology Process of Homo-3beta-hydroxycard-5,22-dienolide

There total 6 articles about Homo-3beta-hydroxycard-5,22-dienolide 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-acetoxy-22-hydroxymethyl-21-nor-chola-5,22t-dien-24-oic acid-lactone (61453-75-6) → 3β-hydroxy-22-hydroxymethyl-21-nor-chola-5,22t-dien-24-oic acid-22-lactone (61484-40-0,77698-97-6)

Guidance literature:

With 1,4-dioxane; hydrogenchloride;

DOI:10.1002/hlca.660280117

Reference yield:

3β-acetoxy-5-pregnen-21-oic acid (23330-16-7) → 3β-hydroxy-22-hydroxymethyl-21-nor-chola-5,22t-dien-24-oic acid-22-lactone (61484-40-0,77698-97-6)

Guidance literature:

Multi-step reaction with 4 steps

1: SOCl₂ / anschliessend in Benzol mit Diazomethan in Aether

2: acetic acid

3: bromoacetic acid ethyl ester; zinc; benzene / Erhitzen des Reaktionsprodukts mit Acetanhydrid

4: dioxane; aqueous hydrochloric acid

With 1,4-dioxane; hydrogenchloride; thionyl chloride; acetic acid; ethyl bromoacetate; zinc; benzene;

DOI:10.1002/hlca.660280117

Reference yield:

3β-acetoxy-23-diazo-21.24-dinor-cholen-(5)-one-(22) (61453-71-2) → 3β-hydroxy-22-hydroxymethyl-21-nor-chola-5,22t-dien-24-oic acid-22-lactone (61484-40-0,77698-97-6)

Guidance literature:

Multi-step reaction with 3 steps

1: acetic acid

2: bromoacetic acid ethyl ester; zinc; benzene / Erhitzen des Reaktionsprodukts mit Acetanhydrid

3: dioxane; aqueous hydrochloric acid

With 1,4-dioxane; hydrogenchloride; acetic acid; ethyl bromoacetate; zinc; benzene;

DOI:10.1002/hlca.660280117

upstream raw materials:

3β-acetoxy-22-hydroxymethyl-21-nor-chola-5,22t-dien-24-oic acid-lactone

3β-acetoxy-5-pregnen-21-oic acid

3β-acetoxy-23-diazo-21.24-dinor-cholen-(5)-one-(22)

3β,23-diacetoxy-21,24-dinor-chol-5-en-22-one