19915-13-0Relevant academic research and scientific papers
A new and concise way to enamides by fluoroalkanosulfonyl fluoride mediated Beckmann rearrangement of α,β-unsaturated ketoximes
Yan, Zhaohua,Xu, Yun,Tian, Weisheng
supporting information, p. 7186 - 7189 (2015/02/02)
The reaction of α,β-unsaturated ketoximes with fluoroalkanosulfonyl fluorides in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) underwent the Beckmann rearrangement smoothly to afford the corresponding acid-sensitive enamides in moderate to excellent yields, which provides a new efficient method for the preparation of acid-sensitive enamides.
STEROIDS .LIII. TRANSFORMATION OF 3β-ACETOXY-5α-ANDROSTAN-17-ONE INTO 17α- AND 17β-AMINO DERIVATIVES OF 5α-ANDROSTAN-3β-OL
Nadaraia, N. Sh.,Sladkov, V. I.,Kuleshova, L. N.,Suvorov, N. N.
, p. 481 - 485 (2007/10/02)
The epimeric 17α- and 17β-amino-5α-androstan-3β-ols were synthesized from 3β-acetoxy-5α-androstan-17-one.The configurations at the C17 atom were demonstrated by the 1H NMR method.
Photo-induced Transformations. Part 44. Formation of Lactams in the Photolysis of Some Steroidal Acetylhydrazones in the Presence of Oxygen
Suginome, Hiroshi,Uchida, Tsutomu
, p. 1356 - 1364 (2007/10/02)
Irradiation of 3α-acetoxy-5α-androstan-17-one acetylhydrazone (3) or 3β-acetoxyandrost-5-en-17-one acetylhydrazone (5) in dioxan in the presence of oxygen afforded 17-oxo-17a-aza-D-homosteroid and its 13α-isomer , while when oxygen was excluded none of these lactams were formed under otherwise similar conditions. 5α-Cholestan-6-one acetylhydrazone (20) under similar conditions also afforded very low yields of 6-aza-D-homo-5α-cholestan-7-one (21) and 7-aza-B-homo-5α-cholestan-6-one (22) upon photolysis.In contrast with the acetylhydrazones, the corresponding hydrazone (2), upon photolysis in dioxan without the exclusion of oxygen, afforded the corresponding azine (13) without any accompanying lactams .There is a distinct difference in behaviour between the hydrazones and the N-acetyl derivatives towards oxygen under irradiation.Although as yet no definite conclusion can be drawn on the mechanism of lactam formation, some plausible paths are discussed.
Process for the preparation of 17β-hydroxy-3-oxo-17α-pregn-4-ene-21-carboxylic acid γ-lactone
-
, (2008/06/13)
A new process utilizing certain novel intermediates for the preparation of 17β-hydroxy-3-oxo-17α-pregn-4-ene-21-carboxylic acid γ-lactone is described herein. The procedure utilizes readily available and inexpensive sarsasaponin as starting material.
