title: A practical route to long-chain non-natural α,ω-diamino acids.
abstract: An efficient method for the synthesis of long-chain α,ω-diamino acids, starting from natural α-amino acids, has been developed. The long-chain skeleton has been generated through condensation between a protected aldehyde, derived from L-aspartic acid, and an ylide obtained from an ω-hydroxy-alkyl phosphonium salt. After conversion of the ω-hydroxy group into an amine, catalytic hydrogenation produced the N,N'-protected α,ω-diamino acid. The present route to α,ω-diamino acids allows the modulation of the chain length depending on the length of the ylide used for the Wittig olefination reaction.
authors: Dipartimento di Biotecnologie Mediche e Medicina Traslazionale, Università di Milano, Via Saldini 50, 20133 Milano, Italy.
authors: Giuseppina
authors: G
authors: Brasile
authors: Laura
authors: L
authors: Mauri
authors: Sandro
authors: S
authors: Sonnino
authors: Federica
authors: F
authors: Compostella
authors: Fiamma
authors: F
authors: Ronchetti
mesh_terms: D000599:Amino Acids, Diamino / Q000138:chemical synthesis* / Q000737:chemistry; D006865:Hydrogenation; D015394:Molecular Structure
chemical_list: D000599:Amino Acids, Diamino