725250-95-3

Upstream product

• 725250-90-8 3,4-Dimethoxy-benzoic acid (R)-2-[(4R,5R,6R)-6-(2-benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-propyl ester 
• 725250-93-1 (2S,4R)-5-(tert-Butyl-diphenyl-silanyloxy)-4-methoxy-2-methyl-pentanoic acid methoxy-methyl-amide 
• 725250-94-2 (2S,4R)-5-(tert-Butyl-diphenyl-silanyloxy)-4-methoxy-2-methyl-pentanal 
• 725250-91-9 (4R,5R,6S)-4-(2-Benzyloxy-ethyl)-6-((S)-2-iodo-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxane 
• 671782-79-9 3,4-dimethoxybenzoic acid (2R)-2-methyl-3-oxopentyl ester 
• 19790-60-4 3-Benzyloxypropanal 
• 1027025-42-8 (3S,5R)-6-(tert-Butyl-diphenyl-silanyloxy)-5-methoxy-3-methyl-hexanal 
• 725250-92-0 {(R)-5-[(4R,5R,6R)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-1-methyl-2-oxo-hexyl}-phosphonic acid diethyl ester 

Relevant academic research and scientific papers

Synthesis of the C1-C27 portion of the aplyronines

This manuscript describes the use of the anti,anti-diastereoselective aldol reaction of an efficiently generated dipropionate equivalent to construct the C5-C14-portion of the aplyronines. This portion was then coupled with a compound corresponding to C15-C20 of the targets. Further elaboration and an additional coupling led to an intermediate containing C1-C27 with appropriate stereochemistry and functionalization for eventual conversion into the aplyronines.