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Chirospecific synthesis of (1S,3R)-1-amino-3-(hydroxymethyl)cyclopentane, precursor for carbocyclic nucleoside synthesis. Dieckmann cyclization with an alpha-amino acid
- Source :
- Journal of Organic Chemistry. April 23, 1993, Vol. 58 Issue 9, p2369, 8 p.
- Publication Year :
- 1993
-
Abstract
- A new method for the synthesis of (1S,3R)-1-amino-3-(hydroxymethyl)cyclopentane, a precursor in the synthesis of some carbocyclic nucleoides, is discussed. The method includes three steps: the synthesis of (S)-2-aminoadipic acid; Dieckmann cyclization to an aminocyclopentanone; and derivatization of (1S,3R)-1-amino-3-(hydroxymethyl)cyclopentane. The importance of carbocyclic nucleotides lie in their antiviral and antineoplastic properties.
Details
- ISSN :
- 00223263
- Volume :
- 58
- Issue :
- 9
- Database :
- Gale General OneFile
- Journal :
- Journal of Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- edsgcl.14022146