Intermediate for making 3-oxo-4-aza-androst-1-ene 17.beta.-keton

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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514284, 514859, C07J 7300, A61K 3158

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active

050618016

ABSTRACT:
Described is a new intermediate and new process for preparing 3-oxo-4-aza-androst-1-ene 17.beta.-ketones. The process involves converting the corresponding 17.beta.-alkyl carboxylate to the N-methoxy-N-methyl carboxamide and reacting this with an appropriate Grignard reagent to form the desired ketone. The reaction can be conducted in "one pot", thus eliminating isolation of intermediates and avoiding the use of less stable intermediates, e.g., acid chlorides, acyl imidazolides and the like. The intermediate has the formula: ##STR1## wherein R.sup.1 is hydrogen.

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patent: 4859681 (1989-08-01), Rasmusson et al.
J. Med. Chem., 1986, vol. 29, pp. 2298-2315, by R. H. Rasmusson, et al.
J. Chem. Society, 1954, pp. 1188-1190, by H. Bassett.
Tetrahedron Letters, vol. 22, No. 39, pp. 3815-3818, 1981, by S. Nakin, et al.

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