19-Ethynyl-19-acetoxyandrost-4-ene-3,6,17-trione

Base Information

• Chemical Name: 19-Ethynyl-19-acetoxyandrost-4-ene-3,6,17-trione
• CAS No.: 147900-22-9
• Molecular Formula: C₂₃H₂₆O₅
• Molecular Weight: 382.456
• ChEMBL ID: CHEMBL3754543
• Mol file: 147900-22-9.mol

Synonyms:19-ethynyl-19-acetoxy-AT;19-ethynyl-19-acetoxyandrost-4-ene-3,6,17-trione;19-ethynyl-19-acetoxyandrost-4-ene-3,6,17-trione, (19R)-isomer

Chemical Property of 19-Ethynyl-19-acetoxyandrost-4-ene-3,6,17-trione

Chemical Property:

• Vapor Pressure: 2.19E-12mmHg at 25°C
• Boiling Point: 555.7°C at 760 mmHg
• Flash Point: 241.9°C
• Density: 1.24g/cm³
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 382.17802393
• Heavy Atom Count: 28
• Complexity: 858

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)OC(C#C)C12CCC(=O)C=C1C(=O)CC3C2CCC4(C3CCC4=O)C
• Isomeric SMILES: CC(=O)O[C@@H](C#C)[C@]12CCC(=O)C=C1C(=O)C[C@@H]3[C@@H]2CC[C@]4([C@H]3CCC4=O)C

Technology Process of 19-Ethynyl-19-acetoxyandrost-4-ene-3,6,17-trione

There total 6 articles about 19-Ethynyl-19-acetoxyandrost-4-ene-3,6,17-trione 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: 69.0%

(19S)-19-ethynyl-19-acetoxy-3β-hydroxyandrost-5-en-17-one (147900-20-7) → (19S)-19-ethynyl-19-acetoxyandrost-4-ene-3,6,17-trione (147900-22-9)

Guidance literature:

With jones reagent; In acetone; at 0 ℃; for 1h;

DOI:10.1016/0039-128X(93)90016-G

Reference yield: 62.0%

(19R)-19-ethynyl-19-acetoxy-3β-hydroxyandrost-5-en-17-one (147900-21-8) → (19R)-19-ethynyl-19-acetoxyandrost-4-ene-3,6,17-trione (147900-22-9)

Guidance literature:

With jones reagent; In acetone; at 0 ℃; for 1h;

DOI:10.1016/0039-128X(93)90016-G

Reference yield:

C31H48O5Si → (19S)-19-ethynyl-19-acetoxyandrost-4-ene-3,6,17-trione (147900-22-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 3 M HCl / tetrahydrofuran; propan-2-ol / Ambient temperature

2: 69 percent / Jones reagent / acetone / 1 h / 0 °C

With hydrogenchloride; jones reagent; In tetrahydrofuran; isopropyl alcohol; acetone;

DOI:10.1016/0039-128X(93)90016-G

upstream raw materials:

(19S)-19-ethynyl-19-acetoxy-3β-hydroxyandrost-5-en-17-one

(19R)-19-ethynyl-19-acetoxy-3β-hydroxyandrost-5-en-17-one