Partial synthesis of a marine secosterol from Gersemia fruticosa: Preparation of the intermediate precursor 3β,6α-diacetoxy-24-methyl-12-oxo-5α-chol-9,11-en-24-oate

✍ Scribed by Alexander Kuhl; Wolfgang Kreiser

• Publisher: Elsevier Science
• Year: 1998
• Tongue: French
• Weight: 207 KB
• Volume: 39
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(97)10875-9

✦ Synopsis

The conversion ofdesoxycholic acid (2) into the title compound 14 by 13 respectively 17 steps is described herein, including stereoselective construction of C-3 and C-6 hydroxy moieties and introduction of a A 9"lj double bond by dehydrogenation. 14 is believed to serve as a putative precursor for the synthesis of secosterol 1, isolated from the soft coral Gersemiafruticosa.