(S)-2-Azido-6-[(4-methyltrityl)amino]hexanoic acid

Amino acid building block for introducing azido functions into peptide sequences at the N-terminal position. The azido moiety can be employed in standard click conjugation or serve as masked amino function, which it can be transferred into by reduction with phosphines. References: alpha,beta-Diamino Acids: Biological Significance and Synthetic Approaches; Alma Viso, Roberto Fernández de la Pradilla, Ana García, and Aida Flores; Chemical Reviews 2005; 105(8): 3167-3196. DOI: 10.1021/cr0406561. Update 1 of: alpha,beta-Diamino Acids: Biological Significance and Synthetic Approaches; Alma Viso, Roberto Fernández de la Pradilla, Mariola Tortosa, Ana García, and Aida Flores; Chem. Rev. 2011; 111: PR1-PR42. DOI 10.1021/cr100127y. Orthogonally Protected Cyclo-ß-tertapeptides as Solid-Supported Scaffolds for the Synthesis of Glycoclusters; Pasi Virta, Marika Karskela, Harri Lönnberg; J.Org.Chem 2006; 71: 1989-1999. Stereocontrolled Route to Vicinal Diamines by [3.3] Sigmatropic Rearrangement of Allyl Cyanate: Asymmetric Synthesis of anti-(2R,3R)-and syn-(2R,3S)-2,3-Diaminobutanoic Acids; Yoshiyasu Ichikawa, Haruka Egawa, Takashi Ito, Minoru Isobe, Keiji Nakano, and Hiyoshizo Kotsuki; Org.Lett. 2006; 8(25): 5737-5740. Efficient Synthesis of orthogonally protected ant-2,3-diamino acids; Stefania Capone, Annalisa Guaregna, Giovanni Palumbo, Silvana Pedatella; Tetrahedron 2005; 61: 6575-6579.