An expedient synthesis of orthogonally protected lysinoalanine from Aloc-protected Garner's aldehyde

作者：Koerner Cindy; Raiber Eun Ang; Keegan Samuel E M; Nicolau Daniel C; Sheppard Tom D; Tabor Alethea B^*

来源：Tetrahedron Letters, 2010, 51(49): 6381-6383.

DOI：10.1016/j.tetlet.2010.09.119

• Garner's aldehyde
• Lantibiotic
• Lysinoalanine
• Reductive amination
• Cinnamycin

An expedient synthesis of orthogonally protected lysinoalanine has been developed. We have prepared a novel Garner's aldehyde derivative bearing an Aloc group; reductive amination of this aldehyde with Fmoc-Lys-OPMB gave the lysinoalanine skeleton. This was then transformed into an orthogonally protected lysinoalanine derivative suitable for the synthesis of side-chain bridged cyclic peptides by solid phase peptide synthesis methods.

• 出版日期2010-12-8