Ganorkar Rakesh, Natarajan Amarnath, Mamai Ahmed, Madalengoitia José S
Department of Chemistry, University of Vermont, Burlington, Vermont 05405, USA.
J Org Chem. 2006 Jun 23;71(13):5004-7. doi: 10.1021/jo060210f.
The synthesis of two conformationally constrained lysine analogues is reported. The synthesis of the novel analogue 1 based on the 3-aza-bicyclo[3.1.0]hexane system is accomplished from the known tricycle 3 in eight steps. The synthesis of the analogue 2 is accomplished in eight steps from 4-hydroxy proline. Both analogues are synthesized appropriately protected for Fmoc/Boc solid-phase peptide synthesis.
报道了两种构象受限赖氨酸类似物的合成。基于3-氮杂双环[3.1.0]己烷体系的新型类似物1的合成由已知的三环化合物3经八步反应完成。类似物2的合成由4-羟基脯氨酸经八步反应完成。两种类似物均为适合Fmoc/Boc固相肽合成的适当保护形式。