147402-53-7Relevant articles and documents
An efficient synthesis of the cholinergic channel activator ABT-418
Wittenberger, Steven J.
, p. 356 - 358 (1996)
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Domino primary alcohol oxidation-wittig reaction: Total synthesis of ABT-418 and (E)-4-oxonon-2-enoic acid
Shet, Jyoti,Desai, Vidya,Tilve, Santosh
, p. 1859 - 1863 (2007/10/03)
Domino oxidation of primary alcohols to α,β-unsaturated compounds using the combination of PCC-NaOAc and stabilized Wittig reagent and its application towards total synthesis of ABT-418 and 4-oxonon-2-enoic acid is described.
An efficient, scaleable procedure for the conversion of esters to isoxazoles
Bunnelle,Singam,Narayanan,Bradshaw,Liou
, p. 439 - 442 (2007/10/03)
A concise, regiocontrolled route to isoxazoles, based on the condensation of an ester with a metallated imine, has been developed. The intermediate vinylogous amides react smoothly with hydroxylamine to provide, after dehydration, substituted isoxazoles. The method has been used for the multi-kilo scale preparation of ABT-418, a novel cholinergic channel activator.
Method of preparing enantiomerically-pure 3-methyl-5-(1-alkyl-2(s)-pyrrolidinyl)isoxazoles
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, (2008/06/13)
A novel process for preparing enantiomerically-pure 3-methyl-5-(1-(C1 -C3 -alkyl)-2-pyrrolidinyl)isoxazole in high yield, wherein a protected 2-oxo-pyrrolidine starting material is reacted with a suitable organic anion and a resulting beta-keto oxime intermediate is cyclized and dehydrated.