5672-30-0Relevant articles and documents
A one-pot efficient process for 16-dehydropregnenolone acetate
Goswami, Amrit,Kotoky, Rumi,Rastogi, Romesh C.,Ghosh, Anil C.
, p. 306 - 308 (2003)
A one-pot eco-friendly and efficient transformation of steroidal sapogenin diosgenin (1) and solasodine (2) to a commercially very important drug intermediate 16-dehydropregnenolone acetate (16-DPA, 9) was developed with an overall yield of 75%. This process can easily be exploited for industrial production.
NMR Spectra and Stereochemistry of N-Acetyl and N-Benzoyl Derivatives of Solasodine
Patel, Asmita V.,Blunden, Gerald,Crabb, Trevor A.
, p. 794 - 800 (2007/10/02)
N-Acetylation of solasodine gives only one rotameric N-acetyl derivative compared with N-acetyl-3-methylpiperidine, which exists in solution as two equally populated rotamers.The 1H and 13C NMR spectra (CDCl3) of O,N-diacetyl- and O-acetyl-N-benzoylsolasodine indicate significant deviations from F-ring chair geometry.Opening of the F ring of these derivatives in CDCl3 solution at 25 deg C, to give the corresponding furosta-5,20(22)-diene derivatives, was ascertained by NMR spectroscopy.Key Words: Solasodine O,N-Diacetylsolasodine O-Acetyl-N-benzoylsolasodine 3β-Acetoxy-26-acetamidofurosta-5,20(22)-diene 3β-Acetoxy-26-benzamidofurosta-5,20(22)-diene
Solanum Alkaloids. XVIII. Utilization of Solasodine for the Preparation of Nitrogen Analogues of Ecdysones
Cambie, Richard C.,Potter, Graeme J.,Read, Roger W.,Rutledge, Peter S.,Woodgate, Paul D.
, p. 599 - 622 (2007/10/02)
Solasodine (spirosol-5-en-3β-ol) (1) has been converted into (20S,22R,25R)-26-acetylamino-2β,3β,14α-trihydroxy-5β-furost-7-en-6-one (41), a compound bearing ecdysone functionality in the steroidal nucleus aud retaining the N-atom in the side chain.The rou