Kinetic resolution of piperazine-2-carboxamide by leucine aminopeptidase. An application in the synthesis of the nucleoside transport blocker (-)draflazine

Article abstract of DOI:10.1080/00397919508011814

The resolution of N-t-Boc-piperazine carboxamide 5 proceeded smoothly in the presence of leucine aminopeptidase to produce acid (S)-1 and amide (R)-5 with good optical purity. Sequential alkylation and functional group manipulation of carboxamide (S)-5 provided the known nucleoside transport blocker (-)draflazine 2.

Full text of DOI:10.1080/00397919508011814

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Synthetic Communications: An
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Kinetic Resolution of
Piperazine-2-Carboxamide by
Leucine Aminopeptidase. An
Application in the Synthesis
of the Nucleoside Transport
Blocker (-) Draflazine
M. A. Bruce a , D. R. St. Laurent a , G. S. Poindexter
a , I. Monkovic a , S. Huang a & N. Balasubramanian a
a Bristol-Myers Squibb Pharmaceutical Research
Institute , Wallingford, Connecticut, 06492-7660,
USA
Published online: 23 Sep 2006.
To cite this article: M. A. Bruce , D. R. St. Laurent , G. S. Poindexter , I. Monkovic ,
S. Huang & N. Balasubramanian (1995) Kinetic Resolution of Piperazine-2-Carboxamide
by Leucine Aminopeptidase. An Application in the Synthesis of the Nucleoside
Transport Blocker (-) Draflazine, Synthetic Communications: An International Journal
for Rapid Communication of Synthetic Organic Chemistry, 25:17, 2673-2684, DOI:
10.1080/00397919508011814
To link to this article: http://dx.doi.org/10.1080/00397919508011814
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