95716-71-5

Basic information

• Product Name: Delta 9,11-canrenone
• Synonyms: Delta 9,11-canrenone;Delta9,11-Canrenone(ForEplerenone);forEplerenone;DELTA-9,10-CANRENONE;17-Hydroxy-3-oxopregn-4,6,9-triene-21-carboxylic acid gamma-lactone;17β-Hydroxy-4,6,9(11)-trien-3-one 21-carboxylic Acid γ-Lactone;Δ9-Canrenone;Eplerenone IMpurity - 9,11-Didehydro Canrenone
• CAS NO: 95716-71-5
• Molecular Formula: C₂₂H₂₆O₃
• Molecular Weight: 338.444
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals;Steroids
• Mol File: 95716-71-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 560.7±50.0 °C(Predicted)
• Appearance: /
• Density: 1.21±0.1 g/cm3(Predicted)
• Storage Temp.: Refrigerator
• Solubility: Chloroform, Dichloromethane, Ethyl Acetate, Methanol
• CAS DataBase Reference: Delta 9,11-canrenone(CAS DataBase Reference)
• NIST Chemistry Reference: Delta 9,11-canrenone(95716-71-5)
• EPA Substance Registry System: Delta 9,11-canrenone(95716-71-5)

Safety Data

• Hazardous Substances Data: 95716-71-5(Hazardous Substances Data)

Usage

Uses

Intermediate in the preparation of steroidal aldosterone blockers.

Upstream product

• 105-53-3 diethyl malonate 
• 108-59-8 malonic acid dimethyl ester 
• 1117-19-7 dipropyl malonate 
• 1035-69-4 androst-4,9⁽¹¹⁾-dien-3,17-dione 
• 28319-72-4 3-methoxy-3,5,9⁽¹¹⁾-androstatriene-17-dione 
• 209253-91-8 11α-(methylsulphonyl)oxy-canrenone 
• 192569-17-8 11α-hydroxyl canrenone 
• 976-71-6 canrenone 
• 201230-82-2 carbon monoxide 
• 41850-21-9 3-<17β-Hydroxy-3-oxo-4.9(11)-androstadien-17α-yl>-propansaeurelacton 

Downstream Products

• 610785-55-2 7α-allyl-17β-hydroxypregna-4,9(11)-dien-3-one, 21-carboxylic acid γ-lactone 
• 1263102-65-3 17β-hydroxy-7α-methylene-5α-oxo-pregna-4,9(11)-dien-3-one-21-carboxylic acid γ-lactone 
• 1263102-67-5 17β-hydroxy-7α-(1'-hydroxy)methylene-5α-oxo-pregna-4,9(11)-dien-3-one-21-carboxylic acid γ-lactone 
• 1197900-95-0 7α-cyano-δ(9,11)-canrenone 
• 1197900-95-0 C₂₃H₂₇NO₃ 
• 610785-51-8 17β-hydroxy-7α-(5'-t-butyl-2'-furyl)-pregna-4,9(11)-dien-3-one-21-carboxylic acid γ-lactone 

Relevant articles and documents

Efficient preparation method of delta-canrenone

The invention discloses an efficient preparation method of delta-canrenone, and belongs to the technical field of preparation of intermediates of medicines. The method comprises the following steps of: by taking 9 alpha-hydroxyl-4-androstenedione as a raw material, firstly removing 9-site hydroxyl through dehydration reaction to generate delta double bonds, then protecting 3-site carbonyl, then performing epoxidation on 17-site carbonyl, condensing with malonic acid diester to form a lactone ring, and performing oxidative decarboxylation or decarboxylation oxidation reaction to obtain delta-canrenone. According to the method, the raw materials are cheap and easy to obtain, the cost is low, reaction products in all steps are easy to purify, the total mass yield of the final product is higher than 80%, and the method is high in operability, extremely high in commercial competitiveness, suitable for industrial large-scale production and good in economic benefit.

STEROID SPIROLACTONIZATION

A steroid comprising a 17-spirolactone or corresponding open lactone structure is obtained by carbonylation of a 17-alkenyl or 17-alkynyl substrate. A 17-alkenyl intermediate may be prepared by semi-hydrogenation of a 17-alkynyl group. Multiple reaction schemes are disclosed for preparation of a 3-keto-9,11-epoxy-17-spirolactone steroid such as eplerenone. Novel intermediates are also disclosed, as well as steps for forming such novel intermediates, or converting them to further intermediates or products, by semi-hydrogenation, carbonylation, 6,7-dehydrogenation, furylation or other transformations or combinations thereof.