11-Deoxyprednisone acetate

Base Information

• Chemical Name: 11-Deoxyprednisone acetate
• CAS No.: 1249-67-8
• Molecular Formula: C23H30 O5
• Molecular Weight: 386.488
• NSC Number: 18314
• UNII: 1N587LS3RF
• DSSTox Substance ID: DTXSID00154517
• Nikkaji Number: J2.258.166J
• Wikidata: Q27148831
• Mol file: 1249-67-8.mol

Synonyms:11-Deoxyprednisone acetate;1249-67-8;UNII-1N587LS3RF;1N587LS3RF;21-Acetyloxy-17-hydroxypregna-1,4-diene-3,20-dione;NSC 18314;NSC-18314;[2-[(8R,9S,10R,13S,14S,17R)-17-hydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate;3'-O-Methylloniflavone;SCHEMBL4633173;CHEBI:79702;DTXSID00154517;NSC18314;21-acetoxy-17-hydroxy-1,4-pregnadiene-3,20-dione;Q27148831;21-ACETOXY-17-HYDROXYPREGNA-1,4-DIENE-3,20-DIONE;Pregna-1,4-diene-3,20-dione, 21-(acetyloxy)-17-hydroxy-;21-(ACETYLOXY)-17-HYDROXY-PREGNA-1,4-DIENE-3,20-DIONE;PREGNA-1,4-DIENE-3,20-DIONE, 17,21-DIHYDROXY-, 21-ACETATE

Chemical Property of 11-Deoxyprednisone acetate

Chemical Property:

• Vapor Pressure: 6.13E-14mmHg at 25°C
• Boiling Point: 540.5°Cat760mmHg
• Flash Point: 183.8°C
• Density: 1.22g/cm³
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 386.20932405
• Heavy Atom Count: 28
• Complexity: 795

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(CCC3C2CCC4=CC(=O)C=CC34C)C)O
• Isomeric SMILES: CC(=O)OCC(=O)[C@]1(CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)C=C[C@]34C)C)O

Technology Process of 11-Deoxyprednisone acetate

There total 36 articles about 11-Deoxyprednisone 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: 74.0%

potassium acetate (127-08-2) + 21-Chlor-17-hydroxy-1,4-pregnadien-3,20-dion (104080-04-8) → 17α,21-dihydroxypregna-1,4-diene-3,20-dione 21-acetate (1249-67-8)

Guidance literature:

In N,N-dimethyl-formamide; at 80 ℃; for 0.5h;

DOI:10.1002/jlac.198719870347

Reference yield: 73.0%

potassium acetate (127-08-2) + 21-Brom-17-hydroxy-1,4-pregnadien-3,20-dion (107222-67-3) → 17α,21-dihydroxypregna-1,4-diene-3,20-dione 21-acetate (1249-67-8)

Guidance literature:

In acetone; at 50 ℃; for 1h;

DOI:10.1002/jlac.198719870347

Reference yield:

21-Brom-17-hydroxy-1,4-pregnadien-3,20-dion (107222-67-3) → 17α,21-dihydroxypregna-1,4-diene-3,20-dione 21-acetate (1249-67-8)

Guidance literature:

With potassium acetate; In ethyl acetate; acetone;

upstream raw materials:

cortexolone 21-acetate

21-acetoxy-2α,4α-dibromo-17-hydroxy-5α-pregnane-3,20-dione

21-acetoxy-2α,4β-dibromo-17-hydroxy-5β-pregnane-3,20-dione

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

Downstream raw materials:

11α,17α,21-trihydroxypregna-1,4-diene-3,20-dione

cortexolone 21-acetate

Cortisone acetate

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

Refernces

• 1、 Schwarz et al.. "". . p. 645,653. Retrieved 1964.
• 2、 -. "A by the 3,17-dione steroid preparing steroid the synthetic method of the compound of". Paragraph 0102; 0103; 0142-0147. . Retrieved 2017/03/14.
• 3、 -. "Process for the preparation of 17-haloethynyl steroids, and novel 17-haloethynyl steroids". . . Retrieved 2008/06/13.