Synthesis of transition state inhibitors for N-riboside hydrolases and transferases

Richard H. Furneaux, Gerrit Limberg, Peter C. Tyler, Vern L. Schramm

Research output: Contribution to journal › Article

75 Citations (Scopus)

Abstract

A number of 1,4-dideoxy-1,4-imino-1-(S)-(substituted phenyl)-D-ribitols bearing aromatic OH, NH2, NO2, CO2H and halogeno moieties, and a 3-pyridyl analogue have been synthesized. The key step is die condensation of aryllithium or aryl Grignard reagents with the imine 3; derived from the protected 1,4-dideoxy-1,4-imino-D-ribitol 4.

Original languageEnglish (US)
Pages (from-to)2915-2930
Number of pages16
JournalTetrahedron
Volume53
Issue number8
DOIs
StatePublished - Feb 24 1997

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Ribitol
Imines
Hydrolases
Transferases
Bearings (structural)
Condensation
phenyliminoribitol

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Synthesis of transition state inhibitors for N-riboside hydrolases and transferases. / Furneaux, Richard H.; Limberg, Gerrit; Tyler, Peter C.; Schramm, Vern L.

In: Tetrahedron, Vol. 53, No. 8, 24.02.1997, p. 2915-2930.

Research output: Contribution to journal › Article

Furneaux, RH, Limberg, G, Tyler, PC & Schramm, VL 1997, 'Synthesis of transition state inhibitors for N-riboside hydrolases and transferases', Tetrahedron, vol. 53, no. 8, pp. 2915-2930. https://doi.org/10.1016/S0040-4020(96)01172-6
Furneaux RH, Limberg G, Tyler PC, Schramm VL. Synthesis of transition state inhibitors for N-riboside hydrolases and transferases. Tetrahedron. 1997 Feb 24;53(8):2915-2930. https://doi.org/10.1016/S0040-4020(96)01172-6
Furneaux, Richard H. ; Limberg, Gerrit ; Tyler, Peter C. ; Schramm, Vern L. / Synthesis of transition state inhibitors for N-riboside hydrolases and transferases. In: Tetrahedron. 1997 ; Vol. 53, No. 8. pp. 2915-2930.
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