17-Hydroxy-3,20-dioxopregn-4-en-21-yl acetate

Base Information

• Chemical Name: 17-Hydroxy-3,20-dioxopregn-4-en-21-yl acetate
• CAS No.: 640-87-9
• Molecular Formula: C23H32 O5
• Molecular Weight: 388.504
• NSC Number: 81196
• DSSTox Substance ID: DTXSID90981910
• Mol file: 640-87-9.mol

Synonyms:17-Hydroxy-3,20-dioxopregn-4-en-21-yl acetate;NSC-81196;DTXSID90981910;2-{1-hydroxy-9a,11a-dimethyl-7-oxo-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl}-2-oxoethyl acetate;NSC81196;BBL028861;STL372848;AKOS024319215;VS-08998;FT-0669514;Pregn-4-ene-3, 21-(acetyloxy)-17-hydroxy-;ACETIC ACID 2-(HO-10,13-DI-ME-3-OXO-CYCLOPENTA(A)PHENANTHREN-YL)-2-OXO-ET ESTER

Chemical Property of 17-Hydroxy-3,20-dioxopregn-4-en-21-yl acetate

Chemical Property:

• Melting Point: 233-235°C
• Boiling Point: 537.9±50.0 °C(Predicted)
• PKA: 12.59±0.60(Predicted)
• Flash Point: 181.8oC
• PSA: 80.67000
• Density: 1.4 g/cm3
• LogP: 3.38160
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Sparingly), Methanol (Slightly, Heated)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 388.22497412
• Heavy Atom Count: 28
• Complexity: 754

Purity/Quality:

99%min ^*data from raw suppliers

17α-Hydroxy-11-deoxycorticosterone-21-acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC(=O)C1(CCC2C1(CCC3C2CCC4=CC(=O)CCC34C)C)O
• Uses: An acetate substance ?- a synthetic steroid as carbaryl synergist. An acetate substance 'S' - a synthetic steroid as carbaryl synergist. 17α-Hydroxy-11-deoxycorticosterone-21-acetate (Hydrocortisone EP Impurity K) is an acetate substance ''S'' - a synthetic steroid as carbaryl synergist.

Technology Process of 17-Hydroxy-3,20-dioxopregn-4-en-21-yl acetate

There total 65 articles about 17-Hydroxy-3,20-dioxopregn-4-en-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: 100.0%

Cortexolone (152-58-9) + acetic anhydride (108-24-7) → cortexolone 21-acetate (640-87-9)

Guidance literature:

With pyridine; at 20 ℃; for 0.5h;

DOI:10.1248/cpb.58.344

Reference yield: 98.0%

17-hydroxyprogesterone (68-96-2) + acetic anhydride (108-24-7) → cortexolone 21-acetate (640-87-9)

Guidance literature:

17-hydroxyprogesterone; With calcium chloride; calcium oxide; In methanol; chloroform; for 2h;

acetic anhydride; With potassium carbonate; acetic acid; In methanol; chloroform; N,N-dimethyl-formamide; at 100 ℃; for 1h;

Reference yield: 98.0%

17-hydroxyprogesterone (68-96-2) + potassium acetate (127-08-2) → cortexolone 21-acetate (640-87-9)

Guidance literature:

17-hydroxyprogesterone; With pyrrolidine; In ethanol; at 0 - 50 ℃;

potassium acetate; With acetic acid; potassium iodide; In ethanol; acetone; at 20 - 60 ℃;

upstream raw materials:

17.20β_F-dihydroxy-21-acetoxy-pregnen-(4)-one-(3)

4β-bromo-17-hydroxy-21-acetoxy-5β-pregnanedione-(3.20)

21-acetoxy-5,6β-dichloro-17-hydroxy-5α-pregnane-3,20-dione

Cortexolone

Downstream raw materials:

Cortexolone

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

14,17,21-trihydroxy-pregn-4-ene-3,20-dione

17,21-diacetoxy-4-pregnene-3,20-dione

Refernces

• 1、 Quintana, Paula G.,Guillen, Marina,Marciello, Marzia,Valero, Francisco,Palomo, Jose M.,Baldessari, Alicia. "Immobilized heterologous Rhizopus Oryzae lipase as an efficient catalyst in the acetylation of cortexolone". . p. 4306 - 4312. Retrieved 2012.
• 2、 -. "Method for treating prednisone acetate mother liquor". Paragraph 0034-0066. . Retrieved 2021/06/02.
• 3、 Okihara, Rika,Mitamura, Kuniko,Hasegawa, Maki,Mori, Megumi,Muto, Akina,Kakiyama, Genta,Ogawa, Shoujiro,Iida, Takashi,Shimada, Miki,Mano, Nariyasu,Ikegawa, Shigeo. "Potential corticoid metabolites: Chemical synthesis of 3- and 21-monosulfates and their double-conjugates of tetrahydrocorticosteroids in the 5 α- and 5 β-series". experimental part. p. 344 - 353. Retrieved 2011/02/22.