Pregna-1,4-diene-3,20-dione, 17-hydroxy-, acetate

Base Information

• Chemical Name: Pregna-1,4-diene-3,20-dione, 17-hydroxy-, acetate
• CAS No.: 2668-74-8
• Molecular Formula: C23H30 O4
• Molecular Weight: 370.4819
• DSSTox Substance ID: DTXSID70949497
• Wikidata: Q82927405
• Mol file: 2668-74-8.mol

Synonyms:2668-74-8;Pregna-1,4-diene-3,20-dione, 17-hydroxy-, acetate;17-Acetyloxy-pregna-1,4-diene-3,20-dione;17-Hydroxypregna-1,4-diene-3,20-dione acetate;delta(sup 1)-Dehydro-17-alpha-acetoxyprogesterone;Pregna-1,4-diene-3,20-dione, 17-(acetyloxy)-;[(8R,9S,10R,13S,14S,17R)-17-acetyl-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl] acetate;SCHEMBL6449571;DTXSID70949497;LS-118485;3,20-Dioxopregna-1,4-dien-17-yl acetate;J-016515

Chemical Property of Pregna-1,4-diene-3,20-dione, 17-hydroxy-, acetate

Chemical Property:

• Vapor Pressure: 7.91E-10mmHg at 25°C
• Melting Point: 229-230 °C
• Boiling Point: 492.1°C at 760 mmHg
• Flash Point: 212.8°C
• PSA: 60.44000
• Density: 1.16g/cm³
• LogP: 4.18520
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 370.21440943
• Heavy Atom Count: 27
• Complexity: 777

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1(CCC2C1(CCC3C2CCC4=CC(=O)C=CC34C)C)OC(=O)C
• Isomeric SMILES: CC(=O)[C@]1(CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)C=C[C@]34C)C)OC(=O)C
• Uses: 17-Acetyloxy-pregna-1,4-diene-3,20-dione, is one of the derivatives of Progesterone (P755900), which is a steroid hormone produced by the corpus luteum. It induces maturation and secretory activity of the uterine endothelium; suppresses ovulation. Progest

Technology Process of Pregna-1,4-diene-3,20-dione, 17-hydroxy-, acetate

There total 6 articles about Pregna-1,4-diene-3,20-dione, 17-hydroxy-, acetate 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: 98.0%

pyridinium p-toluenesulfonate (24057-28-1) + 17α-hydroxy-21-iodopregna-1,4-diene-3,20-dione 17-acetate (86270-64-6) → 17-acetoxy-pregna-1,4-diene-3,20-dione (2668-74-8)

Guidance literature:

In acetone;

Reference yield: 61.0%

hydroxyprogesterone acetate (4134-58-1,17308-02-0,41460-93-9,41460-97-3,630-56-8,302-23-8) → 17-acetoxy-pregna-1,4-diene-3,20-dione (2668-74-8)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,4-dioxane; for 16h; Heating;

DOI:10.1016/S0039-128X(80)80002-X

Reference yield:

→ 17-acetoxy-pregna-1,4-diene-3,20-dione (2668-74-8)

Guidance literature:

upstream raw materials:

hydroxyprogesterone acetate

pyridinium p-toluenesulfonate

17α-hydroxy-21-iodopregna-1,4-diene-3,20-dione 17-acetate