Synthesis of 9-substituted tetrahydrodiazepinopurines - Asmarine A analogues

Doron Pappo, Yoel Kashman

Research output: Contribution to journalArticlepeer-review

31 Scopus citations

Abstract

Asmarines are marine alkaloids, with a unique tetrahydro[1,4]diazepino-[1,2,3-g,h]purine (THDAP) structure and interesting biological properties. Three synthetic approaches were employed for the preparation of the THDAP system. Several N-9, of the purine, protecting groups were investigated. 15N-Chemical shifts measured from 15NH HMBC experiments for several compounds, that demonstrate the influence of various structural features on the 15N-resonances are reported.

Original languageEnglish
Pages (from-to)6493-6501
Number of pages9
JournalTetrahedron
Volume59
Issue number34
DOIs
StatePublished - 18 Aug 2003
Externally publishedYes

Keywords

  • Asmarine
  • Diazepinopurine
  • Mitsunobu reaction
  • N resonances
  • NH HMBC
  • Purine

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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