Bulletin of the Korean Chemical Society

  • 제24권5호
  • /
  • Pages.617-622
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  • 2003
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  • 0253-2964(pISSN)
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  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
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Chirospecific Synthesis of D-erythro- and L-threo-Sphinganines from Sugars

  • Jeong, Ill-Yun (Division of Applied Life Science (BK21 Program), Department of Agricultural Chemistry,Gyeongsang National University) ;
  • Lee, Jin-Hwan (Division of Applied Life Science (BK21 Program), Department of Agricultural Chemistry,Gyeongsang National University) ;
  • Lee, Byong-Won (Division of Applied Life Science (BK21 Program), Department of Agricultural Chemistry,Gyeongsang National University) ;
  • Kim, Jin-Hyo (Division of Applied Life Science (BK21 Program), Department of Agricultural Chemistry,Gyeongsang National University) ;
  • Park, Ki-Hun (Division of Applied Life Science (BK21 Program), Department of Agricultural Chemistry,Gyeongsang National University)
  • 발행 : 2003.05.20
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초록

D-erythro-sphinganine 1 and L-threo-sphinganine 2 have been prepared in the enantiomerically pure form by the chirospecific manner. Key intermediates, 2-amino-3-hydroxy-4-pentenoates 8 and 12, were obtained from L-glucono-1,5-lactone and L-gulonic acid g-lactone via a simultaneous dealkoxyhalogenation.

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참고문헌

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  3. Synthesis of All Four Stereoisomers of 3-Amino-2-hydroxybutanoic Acids vol.68, pp.3, 2004, https://doi.org/10.1271/bbb.68.714
  4. Stereoselective synthesis of L-threo-sphingosine, L-ffrreo-sphinganine, D-threo-sphingosine, and D-threo-sphinganinevia oxazoline formation and olefin cross-metathesis; potent protein kinase C inhibitor analogues vol.30, pp.2, 2007, https://doi.org/10.1007/BF02977690
  5. Chirospecific Synthesis of D-erythro- and L-threo-Sphinganines from Sugars. vol.34, pp.45, 2003, https://doi.org/10.1002/chin.200345198
  6. Stereospecific Synthesis of the (2R,3S)- and (2R,3R)-3-Amino-2-hydroxy-4-phenylbutanoic Acids from D-Glucono-δ-lactone vol.27, pp.8, 2003, https://doi.org/10.5012/bkcs.2006.27.8.1211
  7. Anti-inflammatory Constituents of the Red Alga Gracilaria verrucosa and Their Synthetic Analogues vol.71, pp.2, 2003, https://doi.org/10.1021/np070452q