1414941-22-2

Upstream product

• 824-94-2 p-methoxybenzyl chloride 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 69739-34-0 t-butyldimethylsiyl triflate 
• 885674-86-2 (S)-1-(4-methoxybenzyloxy)-2,2-dimethylhex-5-en-3-ol 
• 446264-36-4 3-[(4-methoxyphenyl)methoxy]-2,2-dimethyl-propan-1-ol 

Downstream Products

• 1414941-23-3 (S)-3-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)-4,4-dimethylpentanoic acid 
• 1414941-33-5 methyl 2-(2-(4-methoxybenzyloxy)ethyl)oxazole-4-carboxylate 
• 1414941-24-4 C₂₈H₄₅NO₅Si 
• 1416812-95-7 C₂₇H₄₈O₅Si 
• 1416812-97-9 C₂₇H₄₈O₅Si 
• 1416813-16-5 C₃₇H₆₃BO₅Si 
• 1416813-18-7 C₃₇H₆₃BO₅Si 
• 1466431-01-5 (S)-methyl 2-[2-(tert-butyldimethylsilyloxy)-4-(4-methoxybenzyloxy)-3,3-dimethylbutyl]oxazole-4-carboxylate 
• 1466431-07-1 C₂₇H₄₆O₅Si 
• 1466431-08-2 C₂₇H₄₆O₅Si 
• 1466431-15-1 C₂₇H₄₆O₅Si 
• 1466431-17-3 C₂₇H₄₆O₅Si 
• 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 
• 1392284-87-5 (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 

Relevant academic research and scientific papers

Stereoselective synthesis of 1,3-anti diols by an Ipc-mediated domino aldol-coupling/reduction sequence

A novel domino process for 1,3-anti diol synthesis by the union of a methyl ketone with an aldehyde is described. The operationally simple procedure is based on an Ipc-boron-aldol coupling and subsequent Ipc-mediated reduction of the intermediate β-hydrox

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.

Studies on C18-C20 aldol couplings of rhizopodin

The aldol addition of an enol(ate) to a carbonyl compound is one of the most powerful and versatile C-C bond forming reactions. In complex target synthesis the coupling of two chiral partners may complicate the stereochemical outcome by multiple stereoinductions. Here, we report studies on pivotal aldol couplings employed in the rhizopodin synthesis, detailing the various directing effects exerted by the stereogenic centers present in this sterically hindered connection. Georg Thieme Verlag Stuttgart. New York.

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.