1431985-93-1

Upstream product

• 1388144-87-3 ((R)-5-((4R,5R)-5-((S)-1-(methoxymethoxy)but-3-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)pentan-2-yloxy)(tert-butyl)diphenylsilane 

Downstream Products

• 1427278-68-9 (S)-3-(methoxymethoxy)-3-((4R,5R)-5-((R)-4-tert-butyldiphenylsilyloxypentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propan-1-ol 
• 1427278-65-6 5-((S)-3-(methoxymethoxy)-3-((4R,5R)-5-((R)-4-tert-butyldiphenylsilyloxypentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propylsulfonyl)-1-phenyl-1H-tetrazole 
• 1427278-62-3 6-chloro-7-methoxy-5-((S,E)-4-(methoxymethoxy)-4-((4R,5R)-5-((R)-4-tert-butyldiphenylsilyloxypentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)but-1-enyl)-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one 
• 1427278-72-5 3-chloro-6-hydroxy-2-((S,E)-4-((4R,5R)-5-((R)-4-hydroxypentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-(methoxymethoxy)but-1-enyl)-4-methoxybenzoic acid 

Relevant academic research and scientific papers

Asymmetric total synthesis of 5′-epi-cochliomycin C

Asymmetric total synthesis of one of the stereoisomers of naturally occurring chlorine containing 14-membered ring macrolide cochliomycin-F (5′-epi) has been described in this article. The main highlight of the presented synthetic strategy involves a highly regioselective chlorination and Julia-Kocienski olefination with a highly substituted aromatic chloro-aldehyde to create the required E-olefinic unsaturation in the target molecule. Mitsunobu macrolactonization reaction at the late stage enables us to synthesize the target molecule.