Publication Details (including relevant citation information):
J.C. Califano, A. Uriba, J.L. Chang, C.L. Becker, J.J. Napier, V. Kishore, D. Zhou, G. Love, K. Gernhardt, and J.C. Tolle, Tetrahedron, 61, 8821 (2005)
Oligomers of arginine, such as octa-D-arginine amide, are excellent transporters for active drugs through cell membranes and tissue. The synthesis of octa-D-arginine amide, as the nonahydrochloride salt, was approached via a solution phase synthetic route involving guanidinylation step. The multi-step synthesis was carried out at pilot scale, resulting in the preparation of 700 g of the target molecule. No chomatographic purification was needed at any step of the process.