570397-51-2

Upstream product

• 570397-47-6 {[(1S)-4-(benzyloxy)-1-({2-[(2R)-2-(benzyloxy)pent-4-ynyl]-1,3-dithian-2-yl}methyl)butyl]oxy}-tert-butyldimethylsilane 
• 570397-45-4 (2R)-1-(2-{(2S)-5-(benzyloxy)-2-[(tert-butyldimethylsilyl)oxy]pentyl}-1,3-dithian-2-yl)-5-(trimethylsilyl)pent-4-yn-2-ol 
• 570397-48-7 (4R,8S)-4,11-bis(benzyloxy)-8-[(tert-butyldimethylsilyl)oxy]undec-1-yn-6-one 
• 570397-49-8 (4R,8S)-4,11-bis(benzyloxy)-8-hydroxyundec-1-yn-6-one 
• 77-76-9 2,2-dimethoxy-propane 
• 570397-50-1 (4S,6S,8R)-1,8-bis(benzyloxy)undec-10-yne-4,6-diol 

Downstream Products

• 1026493-40-2 2-((E)-(4R,6S,8S)-4,11-Bis-benzyloxy-6,8-dihydroxy-undec-1-enyl)-6-methoxy-benzoic acid 1-ethoxy-vinyl ester 
• 827308-49-6 (1S,11S,13R,15R)-15-Benzyloxy-11-(3-benzyloxy-propyl)-7-methoxy-10,17-dioxa-tricyclo[11.3.1.0^3,8]heptadeca-3⁽⁸⁾,4,6-trien-9-one 
• 570397-55-6 methyl 2-[(1E,4R)-4-(benzyloxy)-5-{(4R,6S)-6-[3-(benzyloxy)propyl]-2,2-dimethyl-1,3-dioxan-4-yl}pent-1-enyl]-6-methoxybenzoate 
• 570397-58-9 (3S,5R,7R)-7-(benzyloxy)-3-[3-(benzyloxy)propyl]-5-hydroxy-14-methoxy-3,4,5,6,7,8-hexahydro-1H-2-benzoxacyclododecin-1-one 

Relevant academic research and scientific papers

Applications of size-selective macrolactonizations to the synthesis of benzolactone-enamide core structures

By utilizing Stille cross-coupling reactions four benzoic acid derivatives (18, 32, 46, 66) were prepared that carry a side chain with two secondary hydroxy groups. It could be shown that the hydroxy functions can be distinguished by size-selective macrolactonization reactions. Thus, 12-membered lactones 19 and 33 are favored over their 11-membered lactone counterparts 20 and 34, respectively, albeit with a low (60:40-70:30) ratio. The selectivity is much more pronounced if there is a competition between a 12- and 10-membered lactone. This could be shown with the two lactones 47 and 67. The 12-membered lactones 33, 47, and 67 represent core structures for analogs of the benzolactone enamides. The macrolactonization reactions were performed under Yamaguchi conditions.