Synthetic communications

Practical and Efficient Synthesis of Orthogonally Protected α??2, 3??Diaminopropionic Acid (2, 3??Dap), 2, 4??Diaminobutanoic Acid (2, 4??Dab), and their N??Methylated …

RVR Rao, SJ Tantry, VVS Babu

Index: Rao, R. V. Ramana; Tantry, Subramanyam J.; Babu, Vommina V. Suresh Synthetic Communications, 2006 , vol. 36, # 19 p. 2901 - 2912

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Abstract

Abstract The synthesis of orthogonally protected Fmoc??Dap/Dab (Boc/Z/Alloc)??OH starting from Fmoc??Asp/Glu has been described. The salient features of our synthetic strategy involved formation of Fmoc??Asp/Glu??5??oxazolidinone acids, conversion of acid function to acyl azides, Curtius rearrangement, and hydrolysis of the oxazolidinone group.

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