197721-70-3

Basic information

• Product Name: 6β,7β:15β,16β-DiMethylene-5β-hydroxy-3-oxo-17α- pregnane-21,17-carbolactone
• Synonyms: (2'S,5R,6R,7R,8R,9S,10R,13S,14S,15S,16S)-Octadecahydro-5-hydroxy-10,13-diMethylspiro[17H-dicyclopropa[6,7:15,16]cyclopenta[a]phenanthrene-17,2'(5'H)-furan]-3,5'(2H)-dione;6β,7β:15β,16β-DiMethylene-5β-hydroxy-3-oxo-17α- pregnane-21,17-carbolactone;UNII-AC1T1MJ4XN
• CAS NO: 197721-70-3
• Molecular Formula: C₂₄H₃₂O₄
• Molecular Weight: 384.50848
• Product Categories: Impurities, Pharmaceuticals, Intermediates & Fine Chemicals, Steroids
• Mol File: 197721-70-3.mol

Chemical Properties

• Boiling Point: 565.3±50.0 °C(Predicted)
• Appearance: /
• Density: 1.30±0.1 g/cm3(Predicted)
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility: Dichloromethane (Slightly), Chloroform (Slightly), Methanol (Slightly)
• PKA: 14.01±0.60(Predicted)
• Water Solubility: 93mg/L at 20℃
• CAS DataBase Reference: 6β,7β:15β,16β-DiMethylene-5β-hydroxy-3-oxo-17α- pregnane-21,17-carbolactone(CAS DataBase Reference)
• NIST Chemistry Reference: 6β,7β:15β,16β-DiMethylene-5β-hydroxy-3-oxo-17α- pregnane-21,17-carbolactone(197721-70-3)
• EPA Substance Registry System: 6β,7β:15β,16β-DiMethylene-5β-hydroxy-3-oxo-17α- pregnane-21,17-carbolactone(197721-70-3)

Safety Data

• Hazardous Substances Data: 197721-70-3(Hazardous Substances Data)

Usage

Uses

5β-Hydroxy Drospirenone is an impurity of Drospirenone (D689500).

Flammability and Explosibility

Nonflammable

Upstream product

• 82543-17-7 17α-(3-hydroxy-1-propinyl)-6β,7β;15β,16β-dimethylene-5β-androstane-3β,5,17β-triol 
• 82543-18-8 17α-(3-hydroxypropyl)-6β,7β;15β,16β-dimethylene-5β-androstane-3β,5,17β-triol 

Downstream Products

• 90457-65-1 dihydrospirorenone 

Relevant articles and documents

A drospirenone and intermediate preparation method (by machine translation)

The invention discloses a drospirenone and intermediate preparation method. Preparation method of this invention comprises the following steps: in the solvent, the compound 3 with hydrogen peroxide oxidation reaction shown below, to obtain compound 4 can be. Preparation method of this invention does not use a heavy metal reagent, reduces the toxicity of the preparation process, the use of the reagent are all conventional reagent, low cost, and is favorable for industrial large-scale production. (by machine translation)

Process for the preparation of drospirenone

A process is described, comprising the oxidation of 17α-(3-hydroxypropyl)-6β,7β,15β,16β-dimethylen-5β-androstan-3β,5,17β-triol, for the preparation of drospirenone, a synthetic steroid with progestogenic, antimineralocorticoid and antiandrogenic activity, useful for preparing pharmaceutical compositions with contraceptive action.

Process for the Preparation of Drospirenone

A process is described, comprising the oxidation of 17α-(3-hydroxypropyl)-6β,7β,15β,16β-dimethylen-5β-androstan-3β,5,17β-triol, for the preparation of drospirenone, a synthetic steroid with progestogenic, antimineralocorticoid and antiandrogenic activity, useful for preparing pharmaceutical compositions with contraceptive action.

METHODS FOR THE PREPARATION OF DROSPIRENONE AND INTERMEDIATES THEREOF

The invention relates to a process for the preparation of Drospirenone in high yields and purity starting from a compound of formula (2) wherein R is a hydroxyl protective group as defined in the claims, through a sequence of oxidation, deprotection, lactonization and water elimination steps, and wherein the steps of oxidation and lactonization are performed with 1,3,5-trichloro 1,3,5-triazine-2,4,6-(1H,3H,5H)-trione (trichloroisocyanuric acid, TCCA) or 1,3-dichloro-1,3,5-triazine-2,4,6- (1H,3H,5H)-trione (dichloroisocyanuric acid, DCCA) or an alkaline metal salt thereof such as the sodium salt dihydrate (DCCA sodium salt) or 1-hydroxy - 1,2-benziodoxo1-3(1H)-one 1-oxide (IBX). New synthetic intermediates useful for the synthesis of Drospirenone are disclosed, too.