Steroids possessing nitrogen atoms. I. The synthesis of steroidal 17-amino acids
| Autor: | G. F. Odasso, G. G. Nathansohn, E. Testa, C.R. Pasqualucci |
|---|---|
| Rok vydání: | 1965 |
| Předmět: |
Pharmacology
chemistry.chemical_classification Organic Chemistry Clinical Biochemistry chemistry.chemical_element Infrared spectroscopy Alkaline hydrolysis (body disposal) Biochemistry Nitrogen Amino acid Dissociation constant Acetic anhydride chemistry.chemical_compound Endocrinology chemistry Organic chemistry Molecular Biology |
| Zdroj: | Steroids. 5:263-277 |
| ISSN: | 0039-128X |
| DOI: | 10.1016/0039-128x(65)90138-8 |
| Popis: | Dehydroepiandrosterone (3β-hydroxyandrost-5-en-17-one) and 3 β-hydroxy-5α-androstan-17-one was converted by Bucherer synthesis to an isomeric pair of 17-spiro-hydantoins. The hydantoins were split by alkaline hydrolysis into 17-amino-17-carboxylic acids. These latter gave with acetic anhydride the corresponding 17-acetamino-17-carboxylic acids or the 17-spiro-2′-methyl-oxazoline-5′-ones depending on the conditions employed. The stereochemical configuration of the compounds was assigned on the basis of the infrared spectra and the dissociation constants of the amino acids. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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