17-Hydroxy-3,20-dioxopregnan-21-yl acetate

Base Information

• Chemical Name: 17-Hydroxy-3,20-dioxopregnan-21-yl acetate
• CAS No.: 26439-43-0
• Molecular Formula: C23H34 O5
• Molecular Weight: 390.52
• NSC Number: 21459
• DSSTox Substance ID: DTXSID60949325
• Mol file: 26439-43-0.mol

Synonyms:17-hydroxy-3,20-dioxopregnan-21-yl acetate;26439-43-0;[2-(17-hydroxy-10,13-dimethyl-3-oxo-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl] acetate;NSC21459;SCHEMBL13573796;DTXSID60949325;17.alpha.,20-dione-21-acetate;NSC-21459;Pregnane-3, 21-(acetyloxy)-17-hydroxy-, (5.beta.)-

Chemical Property of 17-Hydroxy-3,20-dioxopregnan-21-yl acetate

Chemical Property:

• Vapor Pressure: 5.78E-13mmHg at 25°C
• Boiling Point: 519.5°Cat760mmHg
• Flash Point: 173.4°C
• Density: 1.169g/cm³
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 390.24062418
• Heavy Atom Count: 28
• Complexity: 701

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC(=O)C1(CCC2C1(CCC3C2CCC4C3(CCC(=O)C4)C)C)O

Technology Process of 17-Hydroxy-3,20-dioxopregnan-21-yl acetate

There total 11 articles about 17-Hydroxy-3,20-dioxopregnan-21-yl 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:

→ 5β-dihydro-11-deoxycortisol 21-acetate (26439-43-0)

Guidance literature:

With sodium hydroxide; ethanol; at 28 ℃; Behandeln des Reaktionsprodukts mit Acetanhydrid und Pyridin;

DOI:10.1021/ja01177a533 DOI:10.1021/ja01145a065

Reference yield:

cortexolone 21-acetate (640-87-9) → 5β-dihydro-11-deoxycortisol 21-acetate (26439-43-0)

Guidance literature:

With Lindlar's catalyst; hydrogen; In pyridine; for 8h; under 760 Torr;

DOI:10.1248/cpb.31.4001

Reference yield:

cortexolone 21-acetate (640-87-9) → 21-acetoxy-17α-hydroxy-5α-pregnane-3,20-dione (1639-45-8) + 5β-dihydro-11-deoxycortisol 21-acetate (26439-43-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; for 18h; 30 lbs/in²;

DOI:10.1016/0039-128X(95)00080-A

upstream raw materials:

ethanol

1-methyl-4-nitrosobenzene

21-bromo-17-hydroxy-5β-pregnane-3,20-dione

5β-17α-hydroxy-preganene-3,20-dione

Downstream raw materials:

cortexolone 21-acetate

3β,5β-Tetrahydro Reichstein's Substance S

17,21-dihydroxy-20-oxo-5β-pregnan-3α-yl β-D-glucopyranosiduronic acid

tetrahydrodeoxycortisol

Refernces

• 1、 Koechlin et al.. "-". . p. 3262. Retrieved 1949.
• 2、 Hadd, Harry E.. "The scarlet letter: Reichstein's substance S. A comparison of the angiostatic properties of 5α-tetrahydro S and 5β-tetrahydro S". . p. 650 - 655. Retrieved 2007/10/02.