SYNTHESIS AND STRUCTURE OF 12-HYDROXYIMINO DERIVATIVES OF 16,16-DIMETHYL-8-AZA-D-HOMOGONA-1,3,5(10),13-TETRAENE-12,17<i>a</i>-DIONE
DOI:
https://doi.org/10.1007/7645Keywords:
8-aza-D-homogona-12, 17a-diones, 12-hydroxyimino derivatives of 1-aza-D-homogona-12, syn-anti isomerism, quantum-mechanical analysis, IR, UV, 1H NMR, and 13C NMR spectroscopy, COSY, NOESY, HMBC, HMQCAbstract
The reaction of 16,16-dimethyl-8-aza-D-1,3,5(10),13-tetraene-12,17a-dione (3,3-dimethyl-3,4,6,7,11b,12-hexahydro-1H-[2.1-a]1,13(2H)-dione) with hydroxylamine and methoxyamine in ethanol gives the 12-methoxyamino and 12-methoxyamino derivatives. The 12-hydroxyamino derivative was also obtained by the reaction of this 12,17a-dione with hydroxylamine hydrochloride and subsequent cleavage of the hydrochloride salt of the 12-hydroxyamino derivative by the action of base. The 12-methoxyamino derivative was obtained by the methylation of the 12-hydroxyamino derivative using methyl iodide in the presence of sodium methylate. Further evidence for the structures of the derivatives obtained was obtained using COSY, NOESY, HMBC, and HMQC NMR spectroscopy.
How to Cite
Mikhal'chuk, A. L.; Gulyakevich, O. V.; Baranovskii, A. V.; Akhrem, A. A. Chem. Heterocycl. Compd. 2007, 43, 334. [Khim. Geterotsikl. Soedin. 2007, 415.]
For this article in the English edition see DOI 10.1007/s10593-007-0050-9
