11alpha,17,21-Trihydroxypregn-4-ene-3,20-dione 21-acetate

Base Information

• Chemical Name: 11alpha,17,21-Trihydroxypregn-4-ene-3,20-dione 21-acetate
• CAS No.: 1250-97-1
• Molecular Formula: C23H32 O6
• Molecular Weight: 404.503
• European Community (EC) Number: 215-008-1
• UNII: SO6X7W9IAN
• DSSTox Substance ID: DTXSID80858940
• Nikkaji Number: J217.081G
• Wikidata: Q81977852
• Mol file: 1250-97-1.mol

Synonyms:1250-97-1;11alpha,17,21-Trihydroxypregn-4-ene-3,20-dione 21-acetate;Epi Hydrocortisone 21-Acetate;epi-Hydrocortisone acetate;SO6X7W9IAN;Epihydrocortisone 21-acetate;[2-[(8S,9S,10R,11R,13S,14S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate;EINECS 215-008-1;UNII-SO6X7W9IAN;DTXSID80858940;HYDROCORTISONE ACETATE IMPURITY F [EP IMPURITY];21-Acetyloxy-11alpha,17-dihydroxypregn-4-ene-3,20-dione;21-ACETOXY-11.ALPHA.,17-DIHYDROXYPREGN-4-ENE-3,20-DIONE;PROGESTERONE, 11.ALPHA.,17,21-TRIHYDROXY-, 21-ACETATE;(11.ALPHA.)-21-(ACETYLOXY)-11,17-DIHYDROXYPREGN-4-ENE-3,20-DIONE;PREGN-4-ENE-3,20-DIONE, 11.ALPHA.,17,21-TRIHYDROXY-, 21-ACETATE

Chemical Property of 11alpha,17,21-Trihydroxypregn-4-ene-3,20-dione 21-acetate

Chemical Property:

• Vapor Pressure: 1.08E-15mmHg at 25°C
• Boiling Point: 576.6°Cat760mmHg
• Flash Point: 196.2°C
• PSA: 100.90000
• Density: 1.26g/cm³
• LogP: 2.35240
• Storage Temp.: Refrigerator
• Solubility.: Acetonitrile (Slightly), Chloroform (Slightly), DMSO (Slightly), Methanol (Sligh
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 404.21988874
• Heavy Atom Count: 29
• Complexity: 786

Purity/Quality:

99% ^*data from raw suppliers

EpiHydrocortisone21-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(CC(C3C2CCC4=CC(=O)CCC34C)O)C)O
• Isomeric SMILES: CC(=O)OCC(=O)[C@]1(CC[C@@H]2[C@@]1(C[C@H]([C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)O)C)O
• Uses: Epi Hydrocortisone 21-Acetate is an analog of Hydrocortisone (H714620), which is a glucocorticoid. Hydrocortisone (H714620) analogue.

Technology Process of 11alpha,17,21-Trihydroxypregn-4-ene-3,20-dione 21-acetate

There total 14 articles about 11alpha,17,21-Trihydroxypregn-4-ene-3,20-dione 21-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: 85.3%

C23H31BrO6 → Hydrocortisonacetat (50-03-3,1250-97-1,10003-35-7,53187-58-9,61376-87-2)

Guidance literature:

With hypophosphorous acid; potassium carbonate; 1,1'-azobis(1-cyanocyclohexanenitrile); In 2-methyltetrahydrofuran; water; at 70 ℃; Green chemistry;

Reference yield: 67.0%

Epicortisol (566-35-8) + ethyl acetate (141-78-6) → 11α,17α-dihydroxyprogesterone-21-acetate (1250-97-1)

Guidance literature:

With potassium carbonate; for 1h; chemoselective reaction; Reflux;

DOI:10.3184/174751911X13155057300536

Reference yield:

→ Hydrocortison-acetat (50-03-3,1250-97-1,10003-35-7,53187-58-9,61376-87-2)

Guidance literature:

21,21-Diiod-11β,17α-dihydroxy-pregnen-84)-dion-(3,20), H2O, AcOH-haltiges Aceton, K-Acetat;

upstream raw materials:

cortisol

acetic anhydride

Epicortisol

ethyl acetate

Downstream raw materials:

Cortisone acetate

Refernces

• 1、 -. "Preparation process of hydrocortisone acetate". Paragraph 0015. . Retrieved 2017/07/06.
• 2、 Mallesha,Rao, S. Prahlada,Suhas,Gowda, D. Channe. "A green method for selective acetylation of primary alcohols using ethyl acetate and solid potassium carbonate". experimental part. p. 536 - 539. Retrieved 2011/11/30.