1360619-07-3

Upstream product

• 1360618-91-2 (2S,3S,4S,7S,E)-4,7-bis(tert-butyldimethylsilyloxy)-2-methyl-10-oxo-3,4,7,8,9,10-hexahydro-2H-oxecin-3-yl methanesulfonate 
• 1360619-01-7 (5S,8S,9S,10S,E)-5,8-bis(tert-butyldimethylsilyloxy)-9-hydroxy-10-methyl-3,4,5,8,9,10-hexahydro-2H-oxecin-2-one 
• 1360618-92-3 (5S,8S,9R,10S,E)-5,8,9-trihydroxy-10-methyl-3,4,5,8,9,10-hexahydro-2H-oxecin-2-one 
• 1360618-93-4 (5S,8S,9S,10S,E)-5,8,9-tris(4-methoxybenzyloxy)-10-methyl-3,4,5,8,9,10-hexahydro-2H-oxecin-2-one 
• 1360618-94-5 (S)-((2S,3S,4S)-3,4-bis(4-methoxybenzyloxy)hex-5-en-2-yl) 4-(4-methoxybenzyloxy)hex-5-enoate 
• 1360618-95-6 (2S,3S,4S)-3,4-bis(4-methoxybenzyloxy)hex-5-en-2-ol 
• 1360619-00-6 (2S,3S,4S)-3,4-bis(4-methoxybenzyloxy)hex-5-en-2-yl 4-nitrobenzoate 
• 1360618-96-7 (2R,3S,4S)-3,4-bis((4-methoxybenzyl)oxy)hex-5-en-2-ol 
• 1004760-97-7 (E)-(1R,2S,7S,10S)-7-hydroxy-2-methyl-3,11-dioxabicyclo-[8.1.0]undec-8-en-4-one 
• 122-04-3 4-nitro-benzoyl chloride 
• 1189520-72-6 (S)-4-(4-methoxy-benzyloxy)-hex-5-enoic acid 

Relevant academic research and scientific papers

The total synthesis and structural revision of stagonolide D

The total synthesis of the putative structure of stagonolide D has been completed. The relative and absolute configuration of stagonolide D was established by synthesizing its optical antipode. The adopted strategy involves the construction of the central macrolide employing ring-closing metathesis (RCM), followed by selective protecting group manipulations and a final concomitant -OTBS deprotection and displacement of an -OMs placed next to it, resulting in the formation of the epoxide ring.