872472-47-4

Upstream product

• 7540-51-4 (S)-3,7-dimethyl-6-octen-1-ol 
• 5949-05-3 (S)-Citronellal 
• 872472-35-0 3-((1S,2S,4aR,6S,8aS)-2,6-Dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-3-oxo-propionic acid methyl ester 
• 872472-34-9 1-((1S,2S,4aR,6S,8aS)-2,6-Dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-ethanone 
• 872472-45-2 (S)-4,8-dimethylnon-7-en-1-yne 
• 872472-49-6 (S)-4-Methyl-hept-6-ynal 
• 872472-36-1 3-((1S,2S,4aR,6S,8aS)-2,6-Dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-3-oxo-propionic acid 
• 872472-37-2 (R)-2-[(1S,2R,5S,6R)-2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[4.1.0]hept-2-yl]-3-(4-methoxy-benzyloxyamino)-propionic acid allyl ester 
• 872472-30-5 (R)-3-[(1S,2R,5S,6R)-2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[4.1.0]hept-2-yl]-1-(4-methoxy-benzyloxy)-azetidin-2-one 

Downstream Products

• 872472-48-5 (R)-2-[(1S,2R,5S,6R)-2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[4.1.0]hept-2-yl]-3-[[3-((1S,2S,4aR,6S,8aS)-2,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-3-oxo-propionyl]-(4-methoxy-benzyloxy)-amino]-propionic acid 

Relevant academic research and scientific papers

Total synthesis of (+)-apiosporamide: Assignment of relative and absolute configuration

Antipodal relationship: A convergent synthetic pathway leading to 4-hydroxy-2-pyridinones was involved in the synthesis of apiosporamide (1) and YM-215343 (2). Both have an antipodal relationship to the natural metabolites, whose relative and absolute configurations have been established. Activated β-alanine enolate equivalents derived from β-lactams were the key to the synthesis. (Chemical Equation Presented).