93177-03-8

Basic information

• Product Name: 18,21-anhydroaldosterone
• Synonyms: 18,21-anhydroaldosterone
• CAS NO: 93177-03-8
• Molecular Formula: C21H26O4
• Molecular Weight: 342.42874
• Mol File: 93177-03-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 526.5°C at 760 mmHg
• Flash Point: 232.3°C
• Appearance: /
• Density: 1.29g/cm³
• Vapor Pressure: 3.55E-11mmHg at 25°C
• Refractive Index: 1.597
• CAS DataBase Reference: 18,21-anhydroaldosterone(CAS DataBase Reference)
• NIST Chemistry Reference: 18,21-anhydroaldosterone(93177-03-8)
• EPA Substance Registry System: 18,21-anhydroaldosterone(93177-03-8)

Safety Data

• Hazardous Substances Data: 93177-03-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C21H26O4/c1-20-7-6-12(22)8-11(20)2-3-13-14-4-5-15-16(23)10-24-19-21(14,15)9-17(25-19)18(13)20/h8,13-15,17-19H,2-7,9-10H2,1H3/t13-,14-,15+,17-,18+,19?,20-,21?/m0/s1

Upstream product

• 6251-69-0 aldosterone 
• 2827-21-6 aldosterone 21-acetate 
• 150607-96-8 (2S,3S,4S,5R,6R)-2-(methoxycarbonyl)-6-(2,2,2-trichloro-1-iminoethoxy)tetrahydro-2H-pyran-3,4,5-triyl tris(2-methylpropanoate) 
• 92420-90-1 trimethylsilyl 2,3,4-triacetyl-1β-glucuronic acid methyl ester 
• 3329-79-1 Aldosterone 18,21-diacetate 

Downstream Products

• 3329-79-1 Aldosterone 18,21-diacetate 

Relevant articles and documents

Preparation and structural elucidation of the picolinyl ester of aldosterone for liquid chromatography-electrospray ionization tandem mass spectrometry

Treatment of aldosterone with 35% HCl in EtOH or in MeOH followed by the picolinyl derivatization gave the picolinyl derivative of aldosterone-ethyl ether, 8, or methyl ether, 9, as a single and well-shaped liquid chromatographic peak. Picolinyl derivatization of aldosterone produced 21-picolinyl derivative of 18,20-anhydrohemiacetal derivatives, 6, with poor chromatographic peak with wide half-width. Further conversion of 6 to 8 required long reaction time (>4 h). Structure of each picolinyl or alkyl ether-picolinyl derivative, was carefully elucidated by nuclear magnetic resonance spectroscopy, electron ionization mass spectrometry and liquid chromatography-electrospray ionization tandem mass spectrometry (LC-ESI-MS/MS). Enhancement of sensitivity (approximately 10-fold) in positive-LC-ESI-MS/MS of aldosterone was confirmed by the use of the alkyl etherpicolinyl derivatization when compared to the underivatized molecule.

18,21-ANHYDROALDOSTERONE AND DERIVATIVES

18,21-Anhydroaldosterone 8, 18,21-anhydro-19-noraldosterone 9, and 3α,5β-tetrahydro-18,21-anhydro-19-noraldosterone 13, which may be present in acid-processed urine, were prepared by cleaving their 20-ketal derivatives 2, 3, and 12 with hot mineral acid.Compounds 8 and 9 were also made by direct dehydration of aldosterone 5 and 19-noraldosterone 10 in good yield.The reverse ring opening of 8 to 5 could be carried out in moderate yield with an acetic acid-acetic anhydride-perchloric acid mixture, while an analogous ring opening of 9 gave only a poor yield of 10.