A facile synthesis of 1,2,3,4-tetrahydro-7-hydroxyisoquinoline-3-carboxylic acid, a conformationally constrained tyrosine analogue

K. Verschueren, G. Toth, D. Tourwe, M. Lebl, G. Van Binst, V. Hruby

Research output: Contribution to journalArticle

43 Scopus citations

Abstract

A rapid synthesis of 1,2,3,4-tetrahydro-7-hydroxyisoquinoline-3-carboxylic acid is given. Pictet-Spengler reaction on diiodo- or dibromo-substituted tyrosine (3-(3,5-dihalo-4-hydroxyphenyl)-2-aminopropanoic acid), followed by catalytic dehalogenation gives the desired compound in high optical purity.

Original languageEnglish (US)
Pages (from-to)458-460
Number of pages3
JournalSynthesis
Issue number5
StatePublished - Jan 1 1992

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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