3beta-Hydroxy-5alpha-pregn-16-ene-11,20-dione 3-acetate

Base Information

• Chemical Name: 3beta-Hydroxy-5alpha-pregn-16-ene-11,20-dione 3-acetate
• CAS No.: 2724-68-7
• Molecular Formula: C23H32 O4
• Molecular Weight: 372.505
• European Community (EC) Number: 220-338-4
• NSC Number: 73108,18291
• UNII: ZY6HAL93D4
• DSSTox Substance ID: DTXSID401227205
• Nikkaji Number: J299.196I
• Mol file: 2724-68-7.mol

Synonyms:2724-68-7;3beta-Hydroxy-5alpha-pregn-16-ene-11,20-dione 3-acetate;ZY6HAL93D4;EINECS 220-338-4;NSC-18291;NSC-73108;[(3S,5S,8S,9S,10S,13S,14S)-17-acetyl-10,13-dimethyl-11-oxo-1,2,3,4,5,6,7,8,9,12,14,15-dodecahydrocyclopenta[a]phenanthren-3-yl] acetate;3beta-acetoxy-5alpha-pregn-16-ene-11,20-dione;((3S,5S,8S,9S,10S,13S,14S)-17-ACETYL-10,13-DIMETHYL-11-OXO-1,2,3,4,5,6,7,8,9,12,14,15-DODECAHYDROCYCLOPENTA(A)PHENANTHREN-3-YL) ACETATE;UNII-ZY6HAL93D4;DTXSID401227205;NSC18291;NSC73108;NSC 18291;NSC 73108;3.BETA.-ACETOXY-5.ALPHA.-PREGN-16-ENE-11,20-DIONE;Acetic acid 11,20-dioxo-5alpha-pregn-16-en-3beta-yl ester;Pregn-16-ene-11,20-dione, 3-(acetyloxy)-, (3beta,5alpha)-;3-Hydroxy-pregn-16-ene-11,20-dione acetate, (3beta,5alpha)-;3-HYDROXY-PREGN-16-ENE-11,20-DIONE ACETATE, (3.BETA.,5.ALPHA.)-;PREGN-16-ENE-11,20-DIONE, 3-(ACETYLOXY)-, (3.BETA.,5.ALPHA.)-

Chemical Property of 3beta-Hydroxy-5alpha-pregn-16-ene-11,20-dione 3-acetate

Chemical Property:

• Boiling Point: 490.5°Cat760mmHg
• Flash Point: 211.7°C
• PSA: 60.44000
• Density: 1.14g/cm³
• LogP: 4.26510
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 372.23005950
• Heavy Atom Count: 27
• Complexity: 722

Purity/Quality:

99% ^*data from raw suppliers

16,5-ALPHA-PREGNEN-3-BETA-OL-11,20-DIONE-3-ACETATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CCC2C1(CC(=O)C3C2CCC4C3(CCC(C4)OC(=O)C)C)C
• Isomeric SMILES: CC(=O)C1=CC[C@@H]2[C@@]1(CC(=O)[C@H]3[C@H]2CC[C@@H]4[C@@]3(CC[C@@H](C4)OC(=O)C)C)C

Technology Process of 3beta-Hydroxy-5alpha-pregn-16-ene-11,20-dione 3-acetate

There total 12 articles about 3beta-Hydroxy-5alpha-pregn-16-ene-11,20-dione 3-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:

3β-acetoxy-17-bromo-16β-fluoro-5α-pregnane-11,20-dione (2265-09-0) → 3β-acetoxy-5α-pregn-16-ene-11,20-dione (2724-68-7)

Guidance literature:

With sodium iodide; In acetic acid;

DOI:10.1021/ja01500a051

Reference yield:

3β-acetoxy-16β-((R)-5-acetoxy-4-methyl-valeryloxy)-5α-pregnane-11,20-dione → 3β-acetoxy-5α-pregn-16-ene-11,20-dione (2724-68-7)

Guidance literature:

With aluminum oxide; peroleum ether; benzene;

DOI:10.1021/ja01134a050 DOI:10.1002/hlca.19590420504 DOI:10.1021/ja01110a052

Reference yield:

(25R)-3β,26-diacetoxy-5α-furost-20(22)-en-11-one (120576-48-9) → 3β-acetoxy-5α-pregn-16-ene-11,20-dione (2724-68-7)

Guidance literature:

Multi-step reaction with 2 steps

1: CrO₃

2: acetic acid

With chromium(VI) oxide; acetic acid;

DOI:10.1021/ja01134a050

upstream raw materials:

3β-acetoxy-17-bromo-16β-fluoro-5α-pregnane-11,20-dione

zinc diacetate

acetic anhydride

acetic acid

Downstream raw materials:

3β-acetoxy-16α,17-epoxy-5α-pregnane-11,20-dione

Alphaxalone

3β-(toluene-4-sulfonyloxy)-5α-pregnane-11,20-dione

UC₁₀₁₇