A new protecting group and linker for uridine ureido nitrogen

Yong Wang, Michio Kurosu

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

(2,6-Dichloro-4-methoxyphenyl)(2,4,6-trichlorophenyl) methoxymethyl chloride [1, monomethoxydiph-enylmethoxylmethyl chloroide (MDPM-Cl)] shows a significant relative stability and 1 reacts with uridine ureido nitrogen in the presence of DBU to form the corresponding protected uridine 8 in 95% yield. The MDPM-protected uridines are stable to a wide variety of conditions utilized for the synthesis of analogs of capuramycin and muraymycins. Significantly, the MDPM protecting group can conveniently be deprotected by using 30% TFA in CH 2Cl 2. In addition, polymer-bound MDPM-Cl 23 is useful for immobilization of uridine derivatives.

Original languageEnglish (US)
Pages (from-to)4797-4804
Number of pages8
JournalTetrahedron
Volume68
Issue number24
DOIs
StatePublished - Jun 17 2012

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Uridine
Nitrogen
Immobilization
Chlorides
Polymers
Derivatives

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

A new protecting group and linker for uridine ureido nitrogen. / Wang, Yong; Kurosu, Michio.

In: Tetrahedron, Vol. 68, No. 24, 17.06.2012, p. 4797-4804.

Research output: Contribution to journalArticle

Wang, Yong ; Kurosu, Michio. / A new protecting group and linker for uridine ureido nitrogen. In: Tetrahedron. 2012 ; Vol. 68, No. 24. pp. 4797-4804.
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