391198-91-7

Upstream product

• 124605-10-3 (+/-)-methyl bishomononactate 
• 1332849-05-4 (+)-benzyl (2S,3S,6R,8S)-8-O-[(S)-O'-acetylmandeloyl]bishomononactate 

Downstream Products

• 391198-96-2 (-)-benzyl (2S,3S,6R,8S)-8-O-[(2'R,3'R,6'S,8'R)-bishomononactoyl]bishomononactate 
• 391198-99-5 (+)-benzyl (2S,3S,6R,8S)-8-O-((2'R,3'R,6'S,8'R)-8'-O'-{(2S,3S,6R,8S)-8-O-[(2R,3R,6S,8R)-8-O-tert-butyldimethylsilylbishomononactoyl]bishomononactoyl}bisho-mononactoyl)bishomononactate 
• 391198-95-1 (+)-benzyl (2S,3S,6R,8S)-8-O-[(2'R,3'R,6'S,8'R)-8'-O'-(tert-butyldimethylsilyl)bishomononactoyl]bishomononactate 
• 391198-92-8 benzyl (2S,3S,6R,8S)-3,6-epoxy-2,9-dimethyl-8-hydro-xydecanoate 

Relevant academic research and scientific papers

Synthesis of Macrotetrolide α, a Designed Polynactin Analog Composed of (+)- and (-)-Bishomononactic Acids

Macrotetrolide α, a designed analog of polynactin composed of (+)- and (-)-bishomononactic acids, was synthesized. These monomers were prepared via optical resolution of the corresponding (S)-O-acetylmandelates. Assembly of the monomers to macrotetrolide a look seven steps without any loss of the intermediates.

Synthesis of macrotetrolide α, a designed polynactin analog composed of bishomononactic acids

Macrotetrolide α (1), a designed polynactin analog composed of (+)- and (-)-bishomononactic acids, was synthesized. The monomeric acids were prepared using cis-selective iodoetherification and optical resolution of the corresponding O-acetylmandelates as the key steps. Esterification and macrolactonization of the monomers were performed by Corey-Mukaiyama-Gerlach method. Compound 1 showed no immunosuppressive activity contrary to other natural polynactin congeners.