296240-35-2Relevant academic research and scientific papers
Stereoselective nucleophilic substitution of 6-(tert-butyldimethylsilyloxy)-3,6-dihydro-2H-pyran-3-yl acetate: application to the synthesis of a NK1 receptor antagonist
Sugawara, Kazutoshi,Hashiyama, Tomiki
, p. 3723 - 3726 (2008/02/09)
Reaction of chiral cis- and trans-6-(tert-butyldimethylsilyloxy)-3,6-dihydro-2H-pyran-3-yl acetates with various nucleophiles (allyltrimethylsilane, bistrimethylsilylacetylene, benzyl alcohol, benzyl carbamate etc.) in the presence of a Lewis acid gave th
Synthesis of a potent hNK-1 receptor antagonist via an SN2 reaction of an enantiomerically pure α-alkoxy sulfonate
Nelson, Todd D.,Rosen, Jonathan D.,Smitrovich, Jacqueline H.,Payack, Joseph,Craig, Bridgette,Matty, Louis,Huffman, Mark A.,McNamara, James
, p. 55 - 58 (2007/10/03)
(Chemical Equation Presented) The concise synthesis of a stereochemically rich hNK-1 receptor antagonist is described. The synthesis is highlighted by an SN2 reaction of an enantiomerically pure α-alkoxy sulfonate (orthogonally protected butane triol), which was prepared by utilizing salen-mediated hydrolytic kinetic resolution technology. A stereocontrolled acetalization was employed to connect two enantiomerically pure fragments with a high degree of diastereoselectivity.
