(17α)-7-Cyano-17-hydroxy-3-oxo-pregna-4,9(11)-diene-21-carboxylic acid γ-Lactone

Base Information

• Chemical Name: (17α)-7-Cyano-17-hydroxy-3-oxo-pregna-4,9(11)-diene-21-carboxylic acid γ-Lactone
• CAS No.: 1197900-95-0
• Molecular Formula: C₂₃H₂₇NO₃
• Molecular Weight: 365.472
• Mol file: 1197900-95-0.mol

Synonyms:(17α)-7-Cyano-17-hydroxy-3-oxo-pregna-4,9(11)-diene-21-carboxylic acid γ-Lactone

Chemical Property of (17α)-7-Cyano-17-hydroxy-3-oxo-pregna-4,9(11)-diene-21-carboxylic acid γ-Lactone

Chemical Property:

• PSA: 67.16000
• LogP: 4.26388

Purity/Quality:

99.90% ^*data from raw suppliers

(17α)-7-Cyano-17-hydroxy-3-oxo-pregna-4,9(11)-diene-21-carboxylicacidγ-Lactone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (17α)-7-Cyano-17-hydroxy-3-oxo-pregna-4,9(11)-diene-21-carboxylic acid γ-Lactone is used in the preparation of 17-spirosteroids as aldosterone receptor antagonists.

Technology Process of (17α)-7-Cyano-17-hydroxy-3-oxo-pregna-4,9(11)-diene-21-carboxylic acid γ-Lactone

There total 5 articles about (17α)-7-Cyano-17-hydroxy-3-oxo-pregna-4,9(11)-diene-21-carboxylic acid γ-Lactone 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: 57.0%

(17α)-17-hydroxy-3-oxo-pregna-4,6,9 (11)-triene-21-carboxylic acid γ-lactone (95716-71-5) + diethylaluminium cyanide (5804-85-3) → 7α-cyano-δ(9,11)-canrenone (1197900-95-0) + C23H27NO3 (1197900-95-0)

Guidance literature:

(17α)-17-hydroxy-3-oxo-pregna-4,6,9 (11)-triene-21-carboxylic acid γ-lactone; diethylaluminium cyanide; In tetrahydrofuran; toluene; at 0 ℃; for 0.5h; Heating / reflux;

With sodium hydroxide; rochelle salt; In tetrahydrofuran; water; toluene;

Reference yield: 57.0%

(17α)-17-hydroxy-3-oxo-pregna-4,6,9 (11)-triene-21-carboxylic acid γ-lactone (95716-71-5) + diethylaluminium cyanide (5804-85-3) → 7α-cyano-δ(9,11)-canrenone (1197900-95-0) + C23H27NO3 (1197900-95-0)

Guidance literature:

(17α)-17-hydroxy-3-oxo-pregna-4,6,9 (11)-triene-21-carboxylic acid γ-lactone; diethylaluminium cyanide; In tetrahydrofuran; toluene; at 0 ℃; for 0.5h; Heating / reflux;

With sodium hydroxide; rochelle salt; In tetrahydrofuran; water; toluene;

Reference yield:

diethylaluminium cyanide (5804-85-3) + Δ9(11)-canrenone (95716-71-5) → 17β-hydroxy-7β-cyano-pregna-4,9(11)-dien-3-one-21-carboxylic acid γ-lactone (1197900-95-0) + 3β,17β-dihydroxy-3α,7α-dicyano-pregna-5,9(11)-dien-3-one-21-carboxylic acid γ-lactone + 17β-hydroxy-7α-cyano-pregna-4,9(11)-dien-3-one-21-carboxylic acid γ-lactone (95716-72-6,1197900-95-0)

Guidance literature:

diethylaluminium cyanide; Δ⁹⁽¹¹⁾-canrenone; In toluene; at 40 ℃; for 1h;

With 1-(Trimethylsilyl)imidazole; In toluene; at 40 ℃; for 1h;

With hydrogenchloride; at 20 ℃; for 2h;

DOI:10.1021/ol060503v

upstream raw materials:

diethylaluminium cyanide

Δ⁹⁽¹¹⁾-canrenone

(17α)-17-hydroxy-3-oxo-pregna-4,6,9 (11)-triene-21-carboxylic acid γ-lactone

Refernces

• 1、 Pearlman, Bruce A.,Padilla, Amphlett G.,Hach, John T.,Havens, Jeffrey L.,Pillai, Muniraj D.. "A new approach to the furan degradation problem involving ozonolysis of the trans-enedione and its use in a cost-effective synthesis of eplerenone". . p. 2111 - 2113. Retrieved 2007/10/03.