Steroide und Sexualhormone 254. Mitteilung [1] Synthetische Versuche in der Limonin-Reihe III. Stereospezifische Alkoxy- und Dialkoxy-Alkylierungen von 19-Hydroxy-testosteronacetat

Autor:	Christoph Lüthy, Walter Graf, Hans-Rudolf Schlatter
Rok vydání:	1975
Předmět:	Inorganic Chemistry Chemistry Intramolecular force Organic Chemistry Drug Discovery Alkoxy group Physical and Theoretical Chemistry Biochemistry Medicinal chemistry Catalysis
Zdroj:	Helvetica Chimica Acta. 58:1120-1130
ISSN:	0018-019X
DOI:	10.1002/hlca.19750580415
Popis:	Three different procedures for intramolecular alkoxy-alkylation of 19-hydroxy-testosterone-acetate (4) are described each yielding a mixture of two products monoalkylated either at position C(2), C(4) or C(6). In all cases the alkoxy groups are introduced stereospecifically from the β-side. Treatment of 4 with I2/(CH3)2CO leads to 5 and 6. Reaction of 4 with HgCl2/ClCH2SCH3 gives rise to 12 and 13 whereas treatment with HC(OCH3)3/CH3C6H4SO3H affords 15, 16 and 17.
Databáze:	OpenAIRE
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