Title of article
Improved synthesis and preparative scale resolution of racemic monastrol
Author/Authors
Dondoni، نويسنده , , Alessandro and Massi، نويسنده , , Alessandro and Sabbatini، نويسنده , , Simona، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2002
Pages
4
From page
5913
To page
5916
Abstract
The Yb(OTf)3 catalyzed Biginelli cyclocondensation reaction of 3-hydroxybenzaldehyde, ethyl acetoacetate and thiourea afforded the corresponding dihydropyrimidine-2-thione, called monastrol, in 95% isolated yield. The chiral resolution of racemic monastrol, a mitosis blocker by kinesin Eg5 inhibition, was carried out on a preparative scale (ca. 100 mg) through diastereomeric N-3 ribofuranosyl amides.
Keywords
multicomponent reaction , Biginelli reaction , 3 , 4-dihydropyrimidine-2-thione , Monastrol
Journal title
Tetrahedron Letters
Serial Year
2002
Journal title
Tetrahedron Letters
Record number
1653211
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