95716-70-4 (依普利酮中间体,Δ9,11-Eplerenone)

77-78-1

_98%

反应条件：

1.1 Reagents: Potassium bicarbonate Solvents: Acetone , Water ; 2 h, 45 °C
1.2 3 h, 45 °C
1.3 Reagents: Potassium bicarbonate Catalysts: Triethylamine Solvents: Water ; 1 h, 45 °C
1.4 Reagents: Hydrochloric acid Solvents: Water ; 45 °C → 0 °C

参考文献：

A New Approach to the Furan Degradation Problem Involving Ozonolysis of the trans-Enedione and Its Use in a Cost-Effective Synthesis of Eplerenone

Pearlman, Bruce A.; Padilla, Amphlett G.; Hach, John T.; Havens, Jeffrey L.; Pillai, Muniraj D., Organic Letters, 2006, 8(10), 2111-2113

合成路线：1 步

77-78-1

_97%

反应条件：

1.1 Reagents: Potassium bicarbonate Solvents: Acetone , Water ; 2 h, 45 °C
1.2 3 h, 45 °C
1.3 Reagents: Triethylamine , Potassium bicarbonate Solvents: Water ; 1 h, 45 °C; 45 °C → 0 °C
1.4 Reagents: Hydrochloric acid Solvents: Water

参考文献：

Eplerenone intermediate, preparation method and application in preparation of Eplerenone

, China, , ,

合成路线：1 步

_91%

反应条件：

1.1 Reagents: N,N-Diethyl-1,1,2,3,3,3-hexafluoro-1-propanamine Solvents: Acetonitrile ; 15 - 25 °C; 8.5 h, 15 - 25 °C
1.2 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethanol ; 5 h, rt

参考文献：

Preparation method of Eplerenone intermediate

, China, , ,

合成路线：1 步

192704-58-8

_90%

反应条件：

1.1 Reagents: Trifluoroacetic acid Solvents: Acetic anhydride ; 40 - 45 °C; 20 h, 40 - 45 °C
1.2 Reagents: Water

参考文献：

Environmentally-friendly method for preparing of eplerenone intermediate δ 9,11-eplerenone

, China, , ,

合成路线：1 步

_90%

反应条件：

1.1 Reagents: N,N-Diethyl-1,1,2,3,3,3-hexafluoro-1-propanamine , N,N-Diethyl-1,2,3,3,3-pentafluoro-1-propen-1-amine Solvents: Chloroform ; rt; 30 h, 30 °C
1.2 Reagents: Methanol ; 30 °C
1.3 Reagents: Sodium bicarbonate Solvents: Water ; pH 8

参考文献：

Process for the preparation of 7α-(methoxycarbonyl)-3-oxo-17α-pregna-4,9(11)-diene-21,17-carbolactone, a useful intermediate for the synthesis of molecules with pharmacological activity

, European Patent Organization, , ,

合成路线：1 步

192704-58-8

_80%

反应条件：

1.1 Reagents: Acetic anhydride , Potassium formate Solvents: Formic acid ; rt → 70 °C; 17 h, 70 °C
1.2 70 °C → 100 °C; 2 h, 100 °C

参考文献：

Canrenone derivative, its preparation method and application in synthesis of Eplerenone

, China, , ,

合成路线：1 步

_74%

反应条件：

1.1 Reagents: Boron trichloride Solvents: Dichloromethane , Tetrahydrofuran ; 5 °C
1.2 Reagents: Phosphorus pentachloride ; 10 min, 5 °C; 5 °C → 0 °C
1.3 Reagents: Water ; 10 min, < 20 °C

参考文献：

Preparation of Eplerenone

, China, , ,

合成路线：1 步

_71%

反应条件：

1.1 Reagents: Imidazole , Sulfuryl chloride Solvents: Tetrahydrofuran ; -10 °C; 30 min, -10 °C; 1 h, rt

参考文献：

Synthesis and physicochemical characterization of the process-related impurities of eplerenone, an antihypertensive drug

Dams, Iwona; Bialonska, Agata; Cmoch, Piotr; Krupa, Malgorzata; Pietraszek, Anita; et al, Molecules, 2017, 22(8),

合成路线：1 步

_60%

反应条件：

1.1 Reagents: Pyridine , Phosphorus oxychloride ; 24 h, rt

参考文献：

Synthesis of Eplerenone from 11α-hydroxycanrenone

, China, , ,

合成路线：1 步

610785-41-6

67-56-1

_49%

反应条件：

1.1 Reagents: Ozone ; -50 °C; -50 °C → -20 °C
1.2 Reagents: Iron ; -20 °C

参考文献：

Method for synthesizing 7a-(methylformate)-9(11)-ene canrenone

, China, , ,

合成路线：1 步

610785-40-5

67-56-1

_48%

反应条件：

1.1 Reagents: 1,3-Dibromo-5,5-dimethylhydantoin , Sodium acetate Solvents: Tetrahydrofuran , Water ; 1 h, rt
1.2 Reagents: Osmium tetroxide Solvents: 1,4-Dioxane , Water ; 0.5 h, rt
1.3 Reagents: Sodium periodate ; 12 h, rt
1.4 Reagents: 4-(Dimethylamino)pyridine , 1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride Solvents: Dichloromethane ; 8 h, 0 °C
1.5 Reagents: Water

参考文献：

Method for synthesizing Eplerenone

, China, , ,

合成路线：1 步

74-88-4

反应条件：

1.1 Reagents: Potassium bicarbonate Solvents: Tetrahydrofuran ; 10 °C

参考文献：

Preparation of eplerenone with high efficiency and low pollution

, China, , ,

合成路线：1 步

192704-58-8

反应条件：

1.1 Reagents: Acetic acid , Potassium acetate Solvents: Water ; 120 °C; 1 h

参考文献：

Synthesis of selective aldosterone receptor antagonist drug Eplerenone

Chen, Rui; Xu, Yun, Guangzhou Huagong, 2015, 43(3), 82-83

合成路线：1 步

95716-74-8

74-88-4

反应条件：

1.1 Reagents: 1,8-Diazabicyclo[5.4.0]undec-7-ene Solvents: Dichloromethane ; 10 °C; 2 h, 20 - 25 °C; 1 h, 20 - 25 °C
1.2 Reagents: Sodium chloride Solvents: Water

参考文献：

Preparation of 7α-cyano-3-oxo-17α-pregn-4,9(11)-dien-21,17-carbolactone and 11α-hydroxy-3-oxo-17α-pregn-4,6-dien-21,17-carbolactone as intermediates in synthesis of eplerenone

, Italy, , ,

合成路线：1 步

反应条件：

1.1 Reagents: Triethylamine , Methanesulfonyl chloride Solvents: Dichloromethane ; 0 °C
1.2 Reagents: Formic acid , Acetic anhydride , Potassium formate ; 100 °C

参考文献：

A diastereoselective synthesis of 7α-nitromethyl steroid derivative and its use for an efficient synthesis of eplerenone

Zhang, Bin; Chen, Hongli; Tang, Huanyu; Feng, Huijin; Li, Yuanchao, Steroids, 2012, 77(11), 1086-1091

合成路线：1 步

610785-40-5

67-56-1

反应条件：

1.1 Reagents: 1,3-Dibromo-5,5-dimethylhydantoin , Sodium acetate Solvents: Isobutyl vinyl ether , Tetrahydrofuran , Water ; 1 h, rt
1.2 Reagents: Osmium tetroxide Solvents: 1,4-Dioxane , Water ; 15 min, rt
1.3 Reagents: Sodium periodate ; 16 h, rt
1.4 Reagents: 4-(Dimethylamino)pyridine , 1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride Solvents: Dichloromethane ; 0 - 5 °C; 5 °C → rt; 6 - 8 h, rt

参考文献：

Novel method for preparation of Eplerenone, a steroid-type aldosterone receptor antagonist, with androstenedione

, China, , ,

合成路线：1 步

参考文献：

Stereoselective construction of a steroid 5α,7α-oxymethylene derivative and its use in the synthesis of eplerenone

Zhang, Bin; Chen, Hongli; Feng, Huijin; Li, Yuanchao, Steroids, 2011, 76(1-2), 56-59

合成路线：1 步

95716-74-8

334-88-3

反应条件：

1.1 Solvents: Dichloromethane ; rt → 0 °C
1.2 Solvents: Diethyl ether ; 0 - 10 °C
1.3 Reagents: Alumina ; rt

参考文献：

Process for the preparation of eplerenone from 11α-hydroxycanrenone

, Italy, , ,

合成路线：1 步

1094065-04-9