1414941-27-7

Upstream product

• 1351977-01-9 (2R,3S)-2-amino-3-methoxyhex-5-en-1-ol 
• 171822-71-2 (1R,2S)-N-tert-butoxycarbonyl-[1-(tert-butyldimethylsilyloxymethyl)-2-hydroxypent-4-enyl]amine 
• 171564-54-8 [(R)-1-(tert-butyldimethylsilanyloxymethyl)-2-oxopent-4-enyl]carbamic acid tert-butyl ester 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 1392284-92-2 (2S,6S,7S)-2-[(tert-Butyldimethylsilyl)oxy]-6-methoxy-8-[(4-methoxybenzyl)oxy]-1-{4-[(S)-1-methoxybut-3-en-1-yl]oxazol-2-yl}-3,3,7-trimethyloctan-4-one 
• 1392284-91-1 C₃₄H₅₇NO₇Si 
• 1392284-90-0 C₃₃H₅₅NO₇Si 
• 1392284-87-5 (2S,5R,7S)-7-[(tert-butyldimethylsilyl)oxy]-5-hydroxy-1-[(4-methoxybenzyl)oxy]-8-{4-[(S)-1-methoxybut-3-en-1-yl]oxazol-2-yl}-2,6,6-trimethyloctan-3-one 
• 1392284-86-4 (2S,5S,7S)-7-[(tert-butyldimethylsilyl)oxy]-5-hydroxy-1-[(4-methoxybenzyl)oxy]-8-{4-[(S)-1-methoxybut-3-en-1-yl]oxazol-2-yl}-2,6,6-trimethyloctan-3-one 
• 1392284-85-3 (S)-3-((tert-butyldimethylsilyl)oxy)-4-(4-((S)-1-methoxybut-3-en-1-yl)oxazol-2-yl)-2,2-dimethylbutanal 
• 1414941-24-4 C₂₈H₄₅NO₅Si 
• 1568951-23-4 C₂₈H₄₇NO₆Si 
• 1414941-34-6 C₂₈H₄₉NO₆Si 
• 1414941-23-3 (S)-3-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)-4,4-dimethylpentanoic acid 

Downstream Products

• 1414941-35-7 C₈₂H₁₃₈N₂O₁₇Si₃ 

Relevant academic research and scientific papers

Modular total synthesis of rhizopodin: A highly potent G-actin dimerizing macrolide

A highly convergent total synthesis of the potent polyketide macrolide rhizopodin has been achieved in 29steps by employing a concise strategy that exploits the molecule′s C2 symmetry. Notable features of this convergent approach include a rapid assembly of the macrocycle through a site-directed sequential cross-coupling strategy and the bidirectional attachment of the side chains by means of Horner-Wadsworth-Emmons (HWE) coupling reactions. During the course of this endeavor, scalable routes for synthesis of three main building blocks of similar complexity were developed that allowed for their stereocontrolled construction. This modular route will be amenable to the development of syntheses of other analogues of rhizopodin.

Concise synthesis of the macrocyclic core of rhizopodin by a heck macrocyclization strategy

A highly convergent synthesis of the central dimeric core of the potent antibiotic macrolide rhizopodin is reported. Notable features of the highly concise route include an effective preparation of the key C8-C22 building block based on an iridium-catalyzed Krische allylation and a chemoselective cross-coupling approach toward the macrocycle involving a highly advantageous Heck reaction for macrocyclization.