5,Pregnane-7 alpha,21-dicarboxylic acid,17-ydroxy-11-methylsulfonic acid-3-ketone,-butyrolectone,methyl ester CAS

Base Information

• Chemical Name: 5,Pregnane-7 alpha,21-dicarboxylic acid,17-ydroxy-11-methylsulfonic acid-3-ketone,-butyrolectone,methyl ester CAS
• CAS No.: 192704-58-8
• Molecular Formula: C25H34 O8 S
• Molecular Weight: 494.606
• DSSTox Substance ID: DTXSID001304156
• Mol file: 192704-58-8.mol

Synonyms:192704-58-8;5,pregnane-7 alpha,21-dicarboxylic acid,17-ydroxy-11-methylsulfonic acid-3-ketone,-butyrolectone,methyl ester cas;(2'R,7R,8S,9S,10R,11R,13S,14S)-Methyl 10,13-dimethyl-11-((methylsulfonyl)oxy)-3,5'-dioxo-1,2,3,4',5',6,7,8,9,10,11,12,13,14,15,16-hexadecahydro-3'H-spiro[cyclopenta[a]phenanthrene-17,2'-furan]-7-carboxylate;methyl (7R,8S,9S,10R,11R,13S,14S,17R)-10,13-dimethyl-11-methylsulfonyloxy-3,5'-dioxospiro[2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-17,2'-oxolane]-7-carboxylate;DTXSID001304156;5,pregnane-7 alpha,21-dicarboxylic acid,17-ydroxy-11-methylsulfonic acid-3-ketone,-butyrolectone,met

Chemical Property of 5,Pregnane-7 alpha,21-dicarboxylic acid,17-ydroxy-11-methylsulfonic acid-3-ketone,-butyrolectone,methyl ester CAS

Chemical Property:

• PSA: 121.42000
• LogP: 4.02870
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 494.19743921
• Heavy Atom Count: 34
• Complexity: 1070

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(=O)C=C1CC(C3C2C(CC4(C3CCC45CCC(=O)O5)C)OS(=O)(=O)C)C(=O)OC
• Isomeric SMILES: C[C@]12CCC(=O)C=C1C[C@H]([C@@H]3[C@@H]2[C@@H](C[C@]4([C@H]3CC[C@@]45CCC(=O)O5)C)OS(=O)(=O)C)C(=O)OC

Technology Process of 5,Pregnane-7 alpha,21-dicarboxylic acid,17-ydroxy-11-methylsulfonic acid-3-ketone,-butyrolectone,methyl ester CAS

There total 6 articles about 5,Pregnane-7 alpha,21-dicarboxylic acid,17-ydroxy-11-methylsulfonic acid-3-ketone,-butyrolectone,methyl ester CAS 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: 97.7%

11β,17β-dihydroxy-7α-methoxycarbonyl-pregna-4-en-3-one-21-carboxylic acid, γ-lactone (192704-56-6) + methanesulfonyl chloride (124-63-0) → methyl hydrogen 17α-hydroxy-11α-(methylsulfonyl)oxy-3-oxopregn-4-ene-7α,21-dicarboxylate, γ-lactone (192704-58-8)

Guidance literature:

With triethylamine; In dichloromethane; at 10 - 15 ℃; for 2h; Reagent/catalyst; Temperature; Solvent; Inert atmosphere;

Reference yield:

11α-hydroxyl canrenone (192569-17-8) → methyl hydrogen 17α-hydroxy-11α-(methylsulfonyl)oxy-3-oxopregn-4-ene-7α,21-dicarboxylate, γ-lactone (192704-58-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium carbonate; benzalkonium chloride / N,N-dimethyl-formamide / 48 h / 90 °C

2.1: acetic acid / N,N-dimethyl-formamide / 0.5 h / 45 °C

2.2: 4 h

3.1: potassium carbonate / 0 - 20 °C

4.1: triethylamine / dichloromethane / 0 °C

With benzalkonium chloride; potassium carbonate; acetic acid; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.steroids.2012.04.017

Reference yield:

11β,17β-dihydroxy-7α-nitromethyl-pregna-4-en-3-one-21-carboxylic acid, γ-lactone (1398078-03-9) → methyl hydrogen 17α-hydroxy-11α-(methylsulfonyl)oxy-3-oxopregn-4-ene-7α,21-dicarboxylate, γ-lactone (192704-58-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: acetic acid / N,N-dimethyl-formamide / 0.5 h / 45 °C

1.2: 4 h

2.1: potassium carbonate / 0 - 20 °C

3.1: triethylamine / dichloromethane / 0 °C

With potassium carbonate; acetic acid; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.steroids.2012.04.017

upstream raw materials:

11β,17β-dihydroxy-7α-methoxycarbonyl-pregna-4-en-3-one-21-carboxylic acid, γ-lactone

methanesulfonyl chloride

11β,17β-dihydroxy-7α-nitromethyl-pregna-4-en-3-one-21-carboxylic acid, γ-lactone

11β,17β-dihydroxy-7β-nitromethyl-pregna-4-en-3-one-21-carboxylic acid, γ-lactone

Downstream raw materials:

eplerenone

7-methyl hydrogen 17α-hydroxy-3-oxopregna-4,11-diene-7α,21-dicarboxylate, γ-lactone

17α-pregna-4,9(11)-diene-7α,21-dicarboxylic acid-17β-hydroxy-3-oxo-γ-lactone-7-methyl ester