240119-94-2

Upstream product

• 164025-48-3 (S)-4-(tosyloxy)-1,2-O-3-pentylidene-1,2-butanediol 
• 10424-93-8 N'-cyclohexylidene-N,N-dimethyl-hydrazine 
• 75-77-4 chloro-trimethyl-silane 
• 240119-92-0 (2RS)-<<(3S,4)-O-3-pentylidene-3,4-dihydroxybutan>-1-yl>cyclohexanone 

Downstream Products

• 240120-14-3 1-<2-<(3S)-methanesulfonyloxy-4-tert-butyldimethylsilyloxybutyl>cyclohex-1-enyl>non-2-en-1-one 
• 240119-80-6 1-<2-<(3R)-azido-4-tert-butyldimethylsilyloxybutyl>cyclohex-1-enyl>non-2-en-1-one 
• 240120-10-9 1-<2-<(3S)-hydroxy-4-tert-butyldimethylsilyloxybutyl>cyclohex-1-enyl>non-2-en-1-one 
• 240120-00-7 1-<<1-(3S,4)-dihydroxybutyl>cyclohex-1-enyl>non-2-en-1-one, O-3-pentylidene acetal 
• 240120-05-2 1-<2-<(3S,4)-dihydroxybutyl>cyclohex-1-enyl>non-2-en-1-one 

Relevant academic research and scientific papers

Total Synthesis of (-)-Cylindricine C

(-)-Cylindricine C has been synthesized from commercially available (S)-(-)-1,2,4-butanetriol in 11 steps with an overall yield of 12%. The key step utilizes a CrCl2 reduction of an azide to form the corresponding amine with a subsequent double Michael addition to create the tricyclic skeleton of cylindricine from a monocyclic substrate.