Preparation of cycloalkane-fused dihydropyrimidin-4(3H)-one enantiomers

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

Racemic cis-2-amino-1-cyclopentane- or -cyclohexane-1-carboxylic acid was reacted with (R)-α-methylbenzylamine to form homochiral amides 3, 4 and 8, 9. The ring closures of 3, 4 and 8, 9 with aryl imidates resulted in cyclopentane cis-fused and cyclohexane cis- and trans-fused dihydropyrimidin- 4-one enantiomers with loss of the N-substituent. The absolute configurations were determined by hydrolysis of 5, 6 and 10-13 to the corresponding amino acids.

Original languageEnglish
Pages (from-to)993-999
Number of pages7
JournalTetrahedron Asymmetry
Volume9
Issue number6
DOIs
Publication statusPublished - Mar 27 1998

Fingerprint

Cycloparaffins
Cyclopentanes
Enantiomers
enantiomers
Cyclohexane
cyclohexane
Imidoesters
preparation
Carboxylic Acids
Carboxylic acids
Amides
carboxylic acids
amides
closures
amino acids
hydrolysis
Amino acids
Hydrolysis
Amino Acids
rings

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry
  • Materials Chemistry
  • Drug Discovery

Cite this

Preparation of cycloalkane-fused dihydropyrimidin-4(3H)-one enantiomers. / Szakonyi, Zsolt; Fülöp, Ferenc; Bernáth, Gábor; Török, Gabriella; Péter, Antal.

In: Tetrahedron Asymmetry, Vol. 9, No. 6, 27.03.1998, p. 993-999.

Research output: Contribution to journalArticle

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AU - Török, Gabriella

AU - Péter, Antal

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