77881-13-1

Basic information

• Product Name: (17alpha)-17-hydroxy-3-oxoandrost-4-ene-17-carbonitrile
• Synonyms: (17alpha)-17-hydroxy-3-oxoandrost-4-ene-17-carbonitrile;(17R)-17α-Hydroxy-3-oxoandrost-4-ene-17-carbonitrile;(8R,9S,10R,13S,14S,17S)-17-Hydroxy-10,13-diMethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-17-carbonitrile;17alpha-Hydroxy-17beta-cyanoandrost-4-en-3-one;Androstenedione cyanohydrin;Cyanohydrin matter;17β-Cyano-17α-hydroxyandrost-4- en-3-one;17alpha-Hydroxy-17β-cyanoandrost-4-en-3-on
• CAS NO: 77881-13-1
• Molecular Formula: C₂₀H₂₇NO₂
• Molecular Weight: 313.43388
• EINECS: 278-780-9
• Mol File: 77881-13-1.mol
• Article Data: 14

Chemical Properties

• Melting Point: 222-226℃
• Boiling Point: 498.457°C at 760 mmHg
• Flash Point: 255.258°C
• Appearance: /
• Density: 1.176g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.572
• PKA: 11.20±0.60(Predicted)
• Water Solubility: 10mg/L at 25℃
• CAS DataBase Reference: (17alpha)-17-hydroxy-3-oxoandrost-4-ene-17-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: (17alpha)-17-hydroxy-3-oxoandrost-4-ene-17-carbonitrile(77881-13-1)
• EPA Substance Registry System: (17alpha)-17-hydroxy-3-oxoandrost-4-ene-17-carbonitrile(77881-13-1)

Safety Data

• Hazardous Substances Data: 77881-13-1(Hazardous Substances Data)

Usage

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C20H27NO2/c1-18-8-5-14(22)11-13(18)3-4-15-16(18)6-9-19(2)17(15)7-10-20(19,23)12-21/h11,15-17,23H,3-10H2,1-2H3/t15-,16+,17+,18+,19+,20+/m1/s1

Upstream product

• 63-05-8 Androstenedione 
• 151-50-8 potassium cyanide 
• 74-90-8 hydrogen cyanide 
• 38394-98-8 17α-cyano-17β-hydroxyandrost-4-en-3-one 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 

Downstream Products

• 846-46-8 androstanedione 
• 34184-82-2 pregna-4,9⁽¹¹⁾-diene-3,20-dione-17-hydroxy-21-methyl 
• 94291-96-0 17α-hydroxy-3,3-(2,2-dimethyltrimethylenedioxy)-17β-cyanoandrost-5-ene 
• 57-83-0 Progesterone 
• 481-29-8 Epiandrosterone 
• 53-42-9 Etiocholanolone 
• 58-20-8 testosterone cypionate 
• 640-87-9 cortexolone 21-acetate 
• 68-96-2 17-hydroxyprogesterone 
• 2477-61-4 17α-hydroxypregna-1,4-diene-3,20-dione 
• 206351-46-4 3-[(3R,3aS,5aS,6R,9aS,9bS)-3-Hydroxy-3a,6-dimethyl-3-(4-nitro-3-trifluoromethyl-phenylcarbamoyl)-7-oxo-dodecahydro-cyclopenta[a]naphthalen-6-yl]-propionic acid 
• 206351-47-5 N-(3'-trifluoromethyl-4'-nitrophenyl)-17α-hydroxy-3-oxo-4-azaandrost-5-ene-17β-carboxamide 
• 206351-45-3 N-(3'-trifluoromethyl-4'-nitrophenyl)-17α-hydroxy-3-oxoandrost-4-ene-17β-carboxamide 
• 633-29-4 17α-hydroxyandrost-4-en-3-one-17β-carboxylic acid 

Relevant articles and documents

Highly efficient synthesis of steroid-17-spiro-5'-oxazolidine-2',4'-diones from 17-keto steroids

Spiro-2',3,4'-trione 8a and spiro-2',3,4',11-tetraone 8b, two potentially bioactive spiranes, were prepared from the parent 17-ketones in four steps (64percent and 49.5percent yield, respectively).The key intermediates were the hydroxyimidates 5a and 5b, which easily underwent cyclization to the corresponding spirooxazolinone 4'-enol ethers when treated with alkylchlorocarbonates.The respective N-amyl derivatives of the spiranes 8a and 8b were obtained with n-pentyl bromide in the presence of KF.A new method for the synthesis of steroid 17α-hydroxy-17carboxyesters and 17α-hydroxy-17-carboxamides is described.Attempts to synthesize the title compounds from these products were unsuccessful.

Preparation method 5α- androstane -3,17- diketone (by machine translation)

The preparation method 5α - of, androstane - 333317-dione comprises the following steps: (4 -) preparing the compound, androstanone through 17-hydroxycyanidation, 3-hydroxycyanidation- 17-hydroxycyanidation of, 5,6-hydroxycyanidation to, 3-position ketal acid hydrolysis as the raw material 5α - and the method has the advantages. of low production cost, product purity. (by machine translation)

Preparation method of 17-alpha hydroxynitrile steroid derivative

The invention relates to a preparation method of a steroid derivative, in particular to a preparation method of a 17-alpha hydroxynitrile steroid derivative, comprising: using 3,17-dione steroid compound (I) as a material, allowing it to react with acetone cyanohydrin in a solution of weak organic base to obtain 17-beta hydroxynitrile steroid derivative (II) as an intermediate (II), and allowing the intermediate (II) to react with hydroxynitrile in a strong base solution to obtain the 17-alpha hydroxynitrile steroid derivative (III). The materials for the preparation method are easy to obtain,the preparation method is simple to perform, side reactions can be effectively controlled, and reaction yield and weight can be increased; the preparation method does not involve high-danger reactions, and the preparation method is easy to industrialize, and is free of high-pollution reactions so that environmental treatment burden is relieved.