An Efficient Synthetic Method of N-Protected Dipeptide Acids Using Amino Acid Calcium Carboxylates in an Organic Solvent

作者：Hashimoto Chikao^*; Takeguchi Kazunobu; Kodomari Mitsuo

来源：Synlett, 2011, 2011(10): 1427-1430.

DOI：10.1055/s-0030-1260569

• N-protected peptide acid
• amino acid calcium carboxylate
• organic solvent
• active ester method
• synthesis

The syntheses of N-protected dipeptide acids using alkaline earth metal (Mg, Ca, and Ba) carboxylates of an amino acid in organic solvents were investigated. It was found that amino acid calcium carboxylates are the most effective among the carboxylates of the amino acids tested for coupling with active esters of Boc-Ala-OH in organic solvents. The coupling of Boc-Ala-ONp or Boc-Ala-ONSu with amino acid calcium carboxylates in DMF gave the desired N-protected dipeptide acids in high yields (92-100%).

• 出版日期2011-6