Journal of the Korean Chemical Society (대한화학회지)

Korean Chemical Society (대한화학회)
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Synthesis of N-Hydroxy-${\alpha}$-Amino Acid Esters

N-히드록시-${\alpha}$-아미노산 에스테르의 합성

  • Seo, Min-Hyo (Department of Chemistry, Seoul National University) ;
  • Wang, Han-Cheol (Department of Chemistry, Seoul National University) ;
  • Lee, Youn-Young (Department of Chemistry, Seoul National University) ;
  • Goo, Yang-Mo (Department of Pharmacy, Seoul National University)
  • 서민효 (서울대학교 자연과학대학 화학과) ;
  • 왕한철 (서울대학교 자연과학대학 화학과) ;
  • 이윤영 (서울대학교 자연과학대학 화학과) ;
  • 구양모 (서울대학교 약학대학 약학과)
  • 발행 : 1993.09.20
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초록

N-Arylmethylideneglycine N-oxide alkyl esters(1) were alkylated with alkyl halides in THF using lithium hexamethyldisilazide as a base, followed by hydroxylaminolysis to give N-hydroxy-${\alpha}$-amino acid esters(7).

N-Arylmethylideneglycine N-oxide alkyl esters(1)를 THF 용매내에서 lithium hexamethyldisilazide로 처리한 다음 할로겐화 알킬과 반응시켜 알킬화하고 이를 히드록실아민으로 분해시켜 N-hydroxy-${\alpha}$-amino acid esters(7)를 합성하였다.

키워드

참고문헌

  1. J. Chem. Soc. A. J. Birch;R. A. Massy-Westrop;R. W. Rickards
  2. J. Chem. Soc. Chem. Commun. N. Shinmon;M. P. Cava;R. F. C. Brown
  3. Biochemistry v.1 E. A. Kaczka;C. O. Gitterman;E. L. Dulaney;K. Folkers
  4. J. Biol. Chem. v.238 H. T. Shigeura
  5. Pharmacol. Rev. v.25 J. H. Wiesburger;E. K. Wiesburger
  6. Pure. Appl. Chem. v.28 M. Maehr
  7. Science v.150 J. B. Neilands
  8. Forshr. Chem. Org. Naturstoffe v.22 W. Keller-Schierlein;V. Prelog;H. Zahner
  9. Chem. Rev. v.80 H. C. J. Ottenheijm;J. D. M. Herscheld
  10. Tetrahedron v.44 R. W. Feenstra;E. H. Stokkingreef;R. J. F. Nivard;H. C. J. Ottenheijm
  11. Tetrahedron Lett. A. I. Scott;S. E. Yoo;S.-K. Chung;J. A. Lacadle
  12. Pure. Appl. Chem. v.49 U. Schmidt
  13. J. Org. Chem. v.23 L. Neelakantan;W. Hartung
  14. Rec. Trav. Chim. v.84 E. F. J. Dugnstee;J. P. Hennekens
  15. J. Chem. Soc. A. H. Cook;C. A. Slater
  16. Tetrahedron Lett. G. C. Lancini;A. Diena;E. Lazzari
  17. Tetrahedron Lett. v.28 R. W. Feenstra;E. H. M. Stokkingrecf;R. J. F. Nivard;H. C. J. Ottenheijm
  18. Acta Chem. Scand. v.17 J. B. Nielands;P. Azari
  19. Biochemistry v.2 S. Rogers;J. B. Nielands
  20. Tetrahedron Lett. v.28 T. Polonski;A. Chimiak
  21. Bull. Chem. Socl. Jpn. v.47 A. Ahmad
  22. Justus Liebigs Ann. Chem. v.289 A. Hantzsch;W. Wild
  23. J. Am. Chem. Soc. v.73 C. D. Hurd;J. M. Longfellow
  24. J. Org. Chem. v.32 E. Buehler;G. B. Brown
  25. J. Org. Chem. v.41 T. Polonski;A Chimiak
  26. M. H. Seo;H. C. Wang;Y. Y. Lee;Y. M. Goo;K. Kim