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2005
Pyrazole derivatives
R 0180
Formation of Unnatural Cyclic Amino Acid Equivalent from the Simple Cyclic
— In view of potential applications of unnatural cyclic amino acids, an
11- 135 Hydrazine.
alternative method for the synthesis of these compounds is developed from the simple
cyclic hydrazines (I) via oxidation and cyanation. Hydrazines (I) are prepared by a literature method and smoothly protected to furnish the mono protected hydrazines (III)
in good yields. In the case of 6-membered hydrazone (IVb), satisfactory results with
regard to yield are only achieved with an excess of metal salt. The adoption of the
CN-group to the double bond is achieved via modified Strecker reaction to produce the
cyclic amino acid equivalents (VI). — (AN, D. K.; KIM, H.-M.; KIM, M. S.; KANG,
S. K.; HA, J. D.; KIM, S. S.; CHOI, J.-K.; AHN*, J. H.; Heterocycles 63 (2004) 10,
2379-2383; Med. Sci. Div., Korea Res. Inst. Chem. Technol., Taejon 305-600,
S. Korea; Eng.) — H. Hoennerscheid
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