685835-19-2

Upstream product

• 18162-48-6 tert-butyldimethylsilyl chloride 
• 685835-18-1 (S)-8-tert-butyldiphenylsilyloxy-1-octyn-3-ol 

Downstream Products

• 685835-21-6 methyl (S)-4-tert-butyldimethylsilyloxy-9-tert-butyldiphenylsilyloxynonanoate 
• 685835-20-5 methyl (S)-4-tert-butyldimethylsilyloxy-9-tert-butyldiphenylsilyloxy-2-nonynoate 

Relevant academic research and scientific papers

Synthesis of (4R,9Z)-9-octadecen-4-olide, the female sex pheromone of Janus integer, and its enantiomer

Enantiomer separation of (±)-8-fert-butyldiphenylsilyloxy-1-octyn-3- ol was achieved by lipase-mediated asymmetric acetylation. The resolved (R)-alkynol was converted into (4R,9Z)-9-octadecen-4-olide, which was identical with the female sex pheromone of the currant stem girdler (Janus integer). The absolute configuration of the natural pheromone was thus established as R. (4S,9Z)-9-Octadecen-4-olide was also synthesized, and found to be pheromonally inhibitory. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.