(17|A)-pregna-1,4-diene-3,20-dione

Base Information

• Chemical Name: (17|A)-pregna-1,4-diene-3,20-dione
• CAS No.: 1424-06-2
• Molecular Formula: C₂₁H₂₈O₂
• Molecular Weight: 312.452
• NSC Number: 67579
• DSSTox Substance ID: DTXSID30290235
• Wikidata: Q82027852
• Mol file: 1424-06-2.mol

Synonyms:1424-06-2;(17|A)-pregna-1,4-diene-3,20-dione;SCHEMBL11076539;DTXSID30290235;NSC67579;NSC-67579

Chemical Property of (17|A)-pregna-1,4-diene-3,20-dione

Chemical Property:

• Vapor Pressure: 2.91E-08mmHg at 25°C
• Boiling Point: 449.2°C at 760 mmHg
• Flash Point: 167.4°C
• Density: 1.1g/cm³
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 312.208930132
• Heavy Atom Count: 23
• Complexity: 628

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1CCC2C1(CCC3C2CCC4=CC(=O)C=CC34C)C
• Isomeric SMILES: CC(=O)[C@@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)C=C[C@]34C)C

Technology Process of (17|A)-pregna-1,4-diene-3,20-dione

There total 6 articles about (17|A)-pregna-1,4-diene-3,20-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:

17β-Δ1-5β-pregnen-3,20-dione (753497-21-1) → dl-Δ1,2-pregnadiene-3,20-dione (1162-54-5,1424-06-2,4244-01-3,42723-61-5,68974-29-8,95118-47-1)

Guidance literature:

With benzoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In toluene; for 4h; Heating;

DOI:10.1021/ja00521a057

Reference yield:

Δ1-5β-pregnen-20-one (57968-14-6) → dl-Δ1,2-pregnadiene-3,20-dione (1162-54-5,1424-06-2,4244-01-3,42723-61-5,68974-29-8,95118-47-1)

Guidance literature:

Multi-step reaction with 2 steps

1: tert-butyl chromate, glacial acetic acid, acetic anhydride / tetrachloroethene / 1 h / 100 °C

2: 144 mg / 2,3-dichloro-5,6-dicyanobenzoquinone, benzoic acid / toluene / 4 h / Heating

With acetic anhydride; t-butyl chromate; acetic acid; benzoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,1,2,2-tetrachloroethylene; toluene;

DOI:10.1021/ja00521a057

Reference yield:

→ 1-Dehydroprogesteron (1162-54-5,1424-06-2,4244-01-3,42723-61-5,68974-29-8,95118-47-1)

Guidance literature:

Progesteron I, Mikroben Carvularia lunata, IFO(5997);

DOI:10.1248/yakushi1947.99.2_120

upstream raw materials:

17β-Δ¹-5β-pregnen-3,20-dione

Δ¹-5β-pregnen-20-one

Downstream raw materials:

(+/-)-progesterone