20986-87-2Relevant articles and documents
Synthesis of steroidal lactam indoxyl
Catsoulacos
, p. 1249 - 1249 (1982)
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Beckmann rearrangement of 3-aza-A-homo-4α-androsten-4,17-dione oxime and 3-oxo-13α-amino-13,17-seco-4-androsten-17-oic 13,17-lactam oxime
Camoutsis,Catsoulacos
, p. 1093 - 1094 (2007/10/02)
Rearragements of 3-aza-A-homo-4α-androsten-4,17-dione oxime produced a mixture of the normal lactam product and the product of a 'second order' cleavage, an unsaturated nitrile. The lactam 3,17α-diaza-A,D-bishomoandrost-4α-ene-4,17-dione was also obtained from the rearrangement of the syn-3-oxo-13α-amino-13,17-seco-4-androsten-17-oic-13,17-lactam oxime. The resolution of syn- and anti-isomers of VIII was effected by column chromatography and their structure was determined by spectral data.