REDUCTION OF 2-NITRO-5-ALPHA-CHOLESTAN-3-ONE, ITS ENOL TAUTOMER AND 2-NITRO-5-ALPHA-CHOLEST-2-EN-3-AMINE DERIVATIVES - SYNTHESIS OF BIS-STEROIDAL PYRAZINES

Authors
MORZYCKI JW GRYSZKIEWICZ A LOTOWSKI Z SZCZEPEK WJ
Citation
Jw. Morzycki et al., REDUCTION OF 2-NITRO-5-ALPHA-CHOLESTAN-3-ONE, ITS ENOL TAUTOMER AND 2-NITRO-5-ALPHA-CHOLEST-2-EN-3-AMINE DERIVATIVES - SYNTHESIS OF BIS-STEROIDAL PYRAZINES, Collection of Czechoslovak Chemical Communications, 63(10), 1998, pp. 1589-1596
Citations number
13
Categorie Soggetti
Chemistry
Journal title
Collection of Czechoslovak Chemical Communications → ACNP
ISSN journal
00100765
Volume
63
Issue
10
Year of publication
1998
Pages
1589 - 1596
Database
ISI
SICI code
0010-0765(1998)63:10<1589:RO2IET>2.0.ZU;2-M
Abstract
Reduction of 2 alpha-nitro-5 alpha-cholestan-3-one (4), its enol tauto mer (3a) and 3-acetylamino-2-nitro-5 alpha-cholest-2-ene (2) was studi ed. The latter compound was reduced with zinc in acetic acid to 3 beta -acetylamino-5 alpha-cholestan-2-one (8). The similar reaction of 3a o r 4 led to 2 alpha-amino-5 alpha-cholestan-3-one (11a), that may be tr apped as N-formyl derivative. When crude Ila was subjected to air oxid ation, pyrazino[2',3':2,3;5',6':2,3]bis(5 alpha-cholestane) (9) was ob tained.