409319-76-2

Upstream product

• 409319-72-8 (4S,5R,7R,8S)-4,8-bis(benzyloxy)-5,9-bis(t-butyldimethylsilyloxy)-7-(4-methoxybenzyloxy)-6,6-dimethylnon-1-en-3-ol 
• 182265-34-5 (2R,3R,5R,6S)-2,6-Dibenzyloxy-3,7-bis(tert-butyldimethylsiloxy)-5-(p-methoxybenzyloxy)-4,4-dimethylheptanal 

Downstream Products

• 409319-73-9 (2S,3R,5R,6S)-2,6-bis(benzyloxy)-3-(t-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)-4,4-dimethyl-1-oxiranylheptane-1,7-diol 
• 409319-61-5 (2R,3R,5R,6S,7S,8R)-2,6-bis(benzyloxy)-3-(t-butyldimethylsilyloxy)-7-hydroxy-8-hydroxymethyl-5-(4-methoxybenzyloxy)-4,4-dimethylcyclooctanone 
• 409319-74-0 (2R,3R,5R,6S,7R,8S)-2,6-bis(benzyloxy)-3-(t-butyldimethylsilyloxy)-7-hydroxy-8-hydroxymethyl-5-(4-methoxybenzyloxy)-4,4-dimethylcyclooctanone 
• 409319-63-7 (2R,3R,5R,6R)-2,6-bis(benzyloxy)-5-(t-butyldimethylsilyloxy)-3-(4-methoxybenzyloxy)-4,4-dimethyl-7-oxiranyl-7-oxapentanal 

Relevant academic research and scientific papers

Stereoselective synthesis of 19-hydroxytaxoid by utilizing samarium(II) iodide-mediated double aldol cyclization

The stereoselective synthesis of new 19-hydroxytaxoid 36, possessing a double-aldol skeleton was achieved by way of B to BC to ABC ring construction. Optically active 8-membered ring 6 corresponding to the B-ring of 19-hydroxytaxol has been synthesized in high yield from epoxyketo aldehyde 8 by intramolecular samarium(II) iodide-mediated double aldol cyclization. The bicyclic compound 5 corresponding to the BC ring system was prepared from the 8-membered ring 6 by successive trimethylaluminium-assisted stereoselective conjugated addition and intramolecular samarium(II) iodide-mediated double aldol cyclization. The ABC-ring system 4 was constructed by stereoselective homoallylation and pinacol coupling cyclization with low-valent titanium. The synthesis of new 19-hydroxytaxoid 36 was accomplished from ABC ring system 4 by olefination of vicinal diol unit.

A new and convenient method for the preparation of cyclooctanone containing bis-aldol skeleton by samarium(II) iodide-mediated intramolecular aldol cyclization of ω-oxiranyl keto octanal

A polyoxy eight-membered ring compound containing a bisaldol skeleton, 2,6-dibenzyloxy-3-(t-butyldimethylsiloxy)-7-hydroxy-8-hydroxymethyl-5- (p-methoxybenzyloxy)-4,4-dimethyl-cyclooctanone 1, a key synthetic intermediate of 19-hydroxypaclitaxel, was prep