3alpha,12alpha-Dihydroxy-5beta-pregnan-20-one diacetate

Base Information

• Chemical Name: 3alpha,12alpha-Dihydroxy-5beta-pregnan-20-one diacetate
• CAS No.: 15991-93-2
• Molecular Formula: C25H38 O5
• Molecular Weight: 418.574
• UNII: F6QL0SF7W6
• Nikkaji Number: J2.792.296A
• Wikidata: Q27148908
• Mol file: 15991-93-2.mol

Synonyms:15991-93-2;3alpha,12alpha-Dihydroxy-5beta-pregnan-20-one diacetate;F6QL0SF7W6;NSC-62995;UNII-F6QL0SF7W6;Pregnan-20-one, 3,12-bis(acetyloxy)-, (3alpha,5beta,12alpha)-;[(3R,5R,8R,9S,10S,12S,13S,14S,17S)-17-acetyl-12-acetyloxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate;3,12-Bis(acetyloxy)pregnan-20-one, (3alpha,5beta,12alpha)-;3alpha,12alpha-Dihydroxy-5beta-pregnan-20-one 3,12-diacetate;SCHEMBL8652960;CHEBI:79774;VYZPGMGWYUEREY-LCLDLZHKSA-N;AKOS024285178;NCGC00485121-01;(5beta)-20-oxopregnane-3alpha,12alpha-diyl diacetate;Q27148908;17beta-acetyl-3alpha, 12alpha-diacetoxy-5beta-androstane;3.ALPHA.,12.ALPHA.-DIHYDROXY-5.BETA.-PREGNAN-20-ONE DIACETATE;3,12-BIS(ACETYLOXY)PREGNAN-20-ONE, (3.ALPHA.,5.BETA.,12.ALPHA.)-;PREGNAN-20-ONE, 3,12-BIS(ACETYLOXY)-, (3.ALPHA.,5.BETA.,12.ALPHA.)-

Chemical Property of 3alpha,12alpha-Dihydroxy-5beta-pregnan-20-one diacetate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 490.5°Cat760mmHg
• Flash Point: 208.2°C
• PSA: 69.67000
• Density: 1.12g/cm³
• LogP: 4.70760
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 418.27192431
• Heavy Atom Count: 30
• Complexity: 731

Purity/Quality:

98%min ^*data from raw suppliers

3α,12α-Dihydroxy-5β-pregnan-20-one 3,12-diacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)C1CCC2C1(C(CC3C2CCC4C3(CCC(C4)OC(=O)C)C)OC(=O)C)C
• Isomeric SMILES: CC(=O)[C@H]1CC[C@@H]2[C@@]1([C@H](C[C@H]3[C@H]2CC[C@H]4[C@@]3(CC[C@H](C4)OC(=O)C)C)OC(=O)C)C

Technology Process of 3alpha,12alpha-Dihydroxy-5beta-pregnan-20-one diacetate

There total 17 articles about 3alpha,12alpha-Dihydroxy-5beta-pregnan-20-one diacetate 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:

3α,12α-diacetoxy-24,24-diphenyl-5β-choladiene-(20(22)ξ,23) (82426-77-5) + acetic acid (64-19-7,77671-22-8) → benzophenone (119-61-9) + 3α,12α-bis(acetoxy)-5Hβ-pregnan-20-one (15991-93-2)

Guidance literature:

DOI:10.1002/hlca.194402701230

Reference yield:

3α,12α-dihydroxy-5β-pregnan-20-one (6951-91-3) + acetic anhydride (108-24-7) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 3α,12α-bis(acetoxy)-5Hβ-pregnan-20-one (15991-93-2) + 3α-hydroxy-12α-acetoxy-5Hβ-pregnan-20-one (1102-96-1) + 12α-hydroxy-3α-acetoxy-5β-pregnanone-(20) (28192-90-7)

Guidance literature:

DOI:10.1002/hlca.19440270170 DOI:10.1002/hlca.194402701107

Reference yield:

→ 3α,12α-bis(acetoxy)-5Hβ-pregnan-20-one (15991-93-2)

Guidance literature:

With chloroform; ozone; anschliessend mit Zink-Pulver und Essigsaeure;

DOI:10.1021/ja01273a065

upstream raw materials:

3α,12α-diacetoxy-24,24-diphenyl-5β-choladiene-(20(22)ξ,23)

3α,12α-diacetoxy-5β-cholan-24-oic acid methyl ester

3α,12α-dihydroxy-5β-pregnan-20-one

acetic anhydride

Downstream raw materials:

3α,12α,17β-Trihydroxy-5β-androstan

3α,12α-dihydroxy-5β-pregnan-20-one

3α-hydroxy-12α-acetoxy-5Hβ-pregnan-20-one

2-(R)-<2-<3α-hydroxy-12α-(2-(S)-methyl-1-oxobutoxy)-5β-androstan-17β-yl>ethyl>tetrahydro-4-(R)-hydroxy-2H-pyran-6-one