Convergent and facile synthesis of hybrid sulfonophosphonodipeptides

Biyun Sun, Jiaxi Xu*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

5 Citations (Scopus)

Abstract

A convergent and facile method has been developed for the preparation of hybrid sulfonophosphonodipeptides composed of 2-aminoalkanesulfonic acid and 1-aminoalkylphosphonic acid residues. A series of hybrid sulfonophosphonodipeptides were synthesized in satisfactory yields via the Mannich-type reaction of 2-(Cbz-amino)alkanesulfonamides, aldehydes, and phosphorus trichloride, followed by sequential hydrolysis. The reaction mechanism was proposed and verified by NMR tracing experiments.

Original languageEnglish
Article numberss-2014-h0782-op
Pages (from-to)1479-1487
Number of pages9
JournalSynthesis (Germany)
Volume47
Issue number10
DOIs
Publication statusPublished - 1 May 2015
Externally publishedYes

Keywords

  • hybrid peptide
  • hydrolysis
  • Mannich reaction
  • phosphonopeptide
  • sulfonamide
  • sulfonopeptide

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