930285-71-5

Upstream product

• 930285-70-4 4-[({(3R,4R,5R)-4,6-bis{[tert-butyl(dimethyl)silyl]oxy}-3,5-dimethyl-8-decynyl}oxy)methyl]-1,2-bis(methyloxy)benzene 
• 930285-60-2 (2S,3R,4R)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-methylhex-5-yn-3-ol 
• 930285-61-3 (4R)-4-[(1R,2R,3R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1,3-dimethylpent-4-ynyl]-2,2-dimethyl-1,3-dioxolane 
• 930285-62-4 (3R,4R,5R)-4-{[tert-butyl(dimethyl)silyl]oxy}-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-3-methylhexanal 
• 930285-63-5 (3R,4R,5R)-4-{[tert-butyl(dimethyl)silyl]oxy}-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-3-methylhexan-1-ol 
• 930285-64-6 tert-butyl[((1R,2R)-4-[(3,4-dimethoxybenzyl)oxy]-1-{(1R)-1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl}-2-methylbutyl)oxy]dimethylsilane 
• 930285-65-7 (2R,3R,4R,5R)-4-{[tert-butyl(dimethyl)silyl]oxy}-7-[(3,4-dimethoxybenzyl)oxy]-3,5-dimethylheptane-1,2-diol 
• 930285-66-8 tert-butyl[((1R,2R)-4-[(3,4-dimethoxybenzyl)oxy]-2-methyl-1-{(1R)-1-[(2R)-oxiran-2-yl]ethyl}butyl)oxy]-dimethylsilane 
• 930285-67-9 (4S,5R,6R,7R)-6-{[tert-butyl(dimethyl)silyl]oxy}-9-[(3,4-dimethoxybenzyl)oxy]-5,7-dimethyl-1-(trimethylsilyl)non-1-yn-4-ol 
• 930285-68-0 (4S,5R,6R,7R)-6-{[tert-butyl(dimethyl)silyl]oxy}-9-[(3,4-dimethoxybenzyl)oxy]-5,7-dimethyl-non-1-yn-4-ol 
• 930285-69-1 4-[({(3R,4R,5R,6S)-4,6-bis{[tert-butyl(dimethyl)silyl]oxy}-3,5-dimethyl-8-nonynyl}oxy)methyl]-1,2-bis(methyloxy)benzene 
• 71565-21-4 (2S,4'R)-(+)-2-(2,2-Dimethyl-1,3-dioxolan-4-yl)-1-propanol 
• 77398-87-9 (2R)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]propanal 

Downstream Products

• 930285-72-6 C₄₇H₇₂O₉Si 
• 930285-73-7 (1S)-1-{(1R,2R,3R)-2-{[tert-butyl(dimethyl)silyl]oxy}-5-[(3,4-dimethoxybenzyl)oxy]-1,3-dimethylpentyl}pent-3-ynyl 2,4-dimethoxy-6-{(2R,3S)-3-methyl-2-[(triisopropylsilyl)oxy]hept-5-ynyl}benzoate 
• 930285-74-8 (3S,8S,9R)-3-{(1R,2R,3R)-2-{[tert-butyl(dimethyl)silyl]oxy}-5-[(3,4-dimethoxybenzyl)oxy]-1,3-dimethylpentyl}-12,14-dimethoxy-8-methyl-9-[(triisopropylsilyl)oxy]-5,6-didehydro-3,4,7,8,9,10-hexahydro-1H-2-benzoxacyclododecin-1-one 
• 930285-75-9 (3S,8S,9R)-3-{(1R,2R,3R)-2-{[tert-butyl(dimethyl)silyl]oxy}-5-[(3,4-dimethoxybenzyl)oxy]-1,3-dimethylpentyl}-12,14-dimethoxy-8-methyl-9-[(triisopropylsilyl)oxy]-3,4,7,8,9,10-hexahydro-1H-2-benzoxacyclododecin-1-one 

Relevant academic research and scientific papers

Synthesis of the core structure of cruentaren A

The core structure of the macrolactone cruentaren A (1) was prepared via a ring-closing alkyne metathesis reaction. The corresponding ester 33 was constructed from the benzoic acid derivative 14 and the diol 30. As a key step in the synthesis of acid 14, an aldol reaction resulted in the required anti-OH/Me pattern. The anti-configuration in the stereotetrad of diol 30 was established by a Marshall reaction.