16-[4-{3-(chloropropoxy)}-3-methoxybenzylidene]-4-androstene-3,17-dione

Base Information

• Chemical Name: 16-[4-{3-(chloropropoxy)}-3-methoxybenzylidene]-4-androstene-3,17-dione
• CAS No.: 921757-34-8
• Molecular Formula: C₃₀H₃₇ClO₄
• Molecular Weight: 497.074
• Mol file: 921757-34-8.mol

Synonyms:

Chemical Property of 16-[4-{3-(chloropropoxy)}-3-methoxybenzylidene]-4-androstene-3,17-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 16-[4-{3-(chloropropoxy)}-3-methoxybenzylidene]-4-androstene-3,17-dione

There total 3 articles about 16-[4-{3-(chloropropoxy)}-3-methoxybenzylidene]-4-androstene-3,17-dione 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: 70.28%

16-[4-(3-chloropropoxy)-3-methoxybenzylidene]-17-oxoandrost-5-en-3β-ol → 16-[4-{3-(chloropropoxy)}-3-methoxybenzylidene]-4-androstene-3,17-dione (921757-34-8)

Guidance literature:

With aluminum isopropoxide; In cyclohexanone; toluene; for 5h; Reflux;

DOI:10.1248/cpb.59.327

Reference yield:

dehydroepiandrosterone (53-43-0) → 16-[4-{3-(chloropropoxy)}-3-methoxybenzylidene]-4-androstene-3,17-dione (921757-34-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / methanol / 2 h / 20 °C

2: aluminum isopropoxide / cyclohexanone; toluene / 5 h / Reflux

With aluminum isopropoxide; sodium hydroxide; In methanol; cyclohexanone; toluene; 2: Oppenauer oxidation;

DOI:10.1248/cpb.59.327

Reference yield:

vanillin (121-33-5,8014-42-4) → 16-[4-{3-(chloropropoxy)}-3-methoxybenzylidene]-4-androstene-3,17-dione (921757-34-8)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / butanone / 6 h / Reflux

2: sodium hydroxide / methanol / 2 h / 20 °C

3: aluminum isopropoxide / cyclohexanone; toluene / 5 h / Reflux

With aluminum isopropoxide; potassium carbonate; sodium hydroxide; In methanol; cyclohexanone; toluene; butanone; 3: Oppenauer oxidation;

DOI:10.1248/cpb.59.327

upstream raw materials:

dehydroepiandrosterone

vanillin