Synthesis and structure of a hydrophilic β-turn mimetic

Geyer, Armin; Bockelmann, Dirk; Weissenbach, Kerstin; Fischer, Helmut

Synthesis and structure of a hydrophilic β-turn mimetic

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Date

1999

Authors

Geyer, Armin

Bockelmann, Dirk

Weissenbach, Kerstin

Fischer, Helmut

Publication type

Journal article

Published in

Tetrahedron Letters ; 40 (1999), 3. - pp. 477-478. - ISSN 0040-4039. - eISSN 1359-8562

Abstract

D-Glucurono-3,6-lactone (1a) and L-cysteine form the thiazolidine lactam2a in a stereoselective and quantitative reaction. Condensation of 5-azido-5-deoxy-d-glucurono-3,6-lactone (1b) withl-cysteine methyl ester followed by the reduction of the azido group yields the rigid β-turn mimetic2d in a minimum of reaction steps.

Subject (DDC)

540 Chemistry

Cite This

ISO 690

GEYER, Armin, Dirk BOCKELMANN, Kerstin WEISSENBACH, Helmut FISCHER, 1999. Synthesis and structure of a hydrophilic β-turn mimetic. In: Tetrahedron Letters. 40(3), pp. 477-478. ISSN 0040-4039. eISSN 1359-8562. Available under: doi: 10.1016/S0040-4039(98)02445-9

BibTex

@article{Geyer1999Synth-23044,
  year={1999},
  doi={10.1016/S0040-4039(98)02445-9},
  title={Synthesis and structure of a hydrophilic β-turn mimetic},
  number={3},
  volume={40},
  issn={0040-4039},
  journal={Tetrahedron Letters},
  pages={477--478},
  author={Geyer, Armin and Bockelmann, Dirk and Weissenbach, Kerstin and Fischer, Helmut}
}

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