83803-31-0Relevant academic research and scientific papers
Enantioselective catalytic approach to the C23–C28 subunit of 24α-methyl steroids
Yakimchyk, Viktoryia S.,Kazlova, Volha V.,Hurski, Alaksiej L.,Savchenko, Rimma G.,Kostyleva, Svetlana A.,Zhabinskii, Vladimir N.,Khripach, Vladimir A.
, p. 82 - 90 (2019/05/24)
Enantioselective synthesis of C23–C28 subunit of campestane steroids based on catalytic methods is reported. The synthesis was started from (S)-2-isopropyl-4-nitrobutan-1-ol, which is easily accessible by the reaction between isovaleraldehyde and nitroethylene catalyzed by only 2% of (S)-trimethylsilyldiphenylprolinol. Removal of one “extra” carbon from the nitroalcohol was achieved by Ni-catalyzed hydrodecarboxylation of the redox-active ester intermediate. The synthesized C23–C28 fragment was attached to a steroidal core by Julia-Kocienski reaction of a steroidal aldehyde with metallated C23–C28 sulfone. The obtained product of olefination was easily transformed to a precursor of campesterol and (Z)-22-dehydrocampesterol.
Synthetic routes to campesterol and dihydrobrassicasterol: A first reported synthesis of the key phytosterol dihydrobrassicasterol
O'Connell,O'Callaghan,O'Brien,Maguire,McCarthy
experimental part, p. 4995 - 5004 (2012/08/28)
Phytosterols are increasingly used as health supplements in functional foods and are associated with having both positive and negative effects on health. Given this disparity, an investigation of their full individual biological profile is imperative in order to assure food safety. This paper describes the de novo synthesis of pure phytosterols in multigram scale and we report the first synthesis of the key phytosterol dihydrobrassicasterol along with a comparison of routes to campesterol. A detailed spectroscopic analysis is included with full assignment of the 13C NMR spectroscopic data of both compounds, mixtures and their precursors leading to the potential use of NMR spectroscopy as a tool for analysis of these sterol mixtures.
A formal synthesis of brassinolide
Schmittberger,Uguen
, p. 2837 - 2840 (2007/10/03)
Enzyme-catalysed differentiation of hydroxy groups in a C(2υ)-shaped tetraol-sulfide, combined with a E-stereoconvergent Ramberg-Backlund process, allowed to prepare pure (2S))-2,3-dimethyl-1-iodobutane, which could be copled with a 3,5-cyclopregnane-20-t
