The 2-(4-trifluoromethylphenylsulfonyl)ethoxycarbonyl (Tsc) amino-protecting group

Use in the solid-phase synthesis of pyrrole-imidazole polyamides

Jin Seok Choi, Younjoo Lee, Eunmyoung Kim, Nakcheol Jeong, Hosung Yu, Hogyu Han

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

The development of the 2-(4-trifluoromethylphenylsulfonyl)ethoxycarbonyl (Tsc) function, a novel base-sensitive amino-protecting group, and its application to the preparation of DNA-binding polyamides are described. Pyrrole-imidazole polyamides were synthesized by an efficient solid-phase method under conditions compatible with Fmoc chemistry using two Tsc-protected amino acids, Tsc-Py-OH 1a and Tsc-Im-OH 1b.

Original languageEnglish
Pages (from-to)1607-1610
Number of pages4
JournalTetrahedron Letters
Volume44
Issue number8
DOIs
Publication statusPublished - 2003 Feb 17

Fingerprint

Solid-Phase Synthesis Techniques
Pyrroles
Nylons
Amino Acids
DNA
imidazole

Keywords

  • Amino acid
  • Amino protecting group
  • Distamycin
  • DNA
  • Tsc group

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

The 2-(4-trifluoromethylphenylsulfonyl)ethoxycarbonyl (Tsc) amino-protecting group : Use in the solid-phase synthesis of pyrrole-imidazole polyamides. / Choi, Jin Seok; Lee, Younjoo; Kim, Eunmyoung; Jeong, Nakcheol; Yu, Hosung; Han, Hogyu.

In: Tetrahedron Letters, Vol. 44, No. 8, 17.02.2003, p. 1607-1610.

Research output: Contribution to journalArticle

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