• 제목/요약/키워드: D-Glucono-δ-lactone

검색결과 3건 처리시간 0.016초

Diastereoselective Synthesis of 1,6-Diepicastanospermine from D-Glucono-δ-lactone

  • Jang, Ki-Chang;Choi, Sung-Jun;Kim, Jin-Hyo;Lee, Jin-Hwan;Lee, Byong-Won;Park, Ki-Hun
    • Bulletin of the Korean Chemical Society
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    • 제24권7호
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    • pp.921-924
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    • 2003
  • Homochiral (-)-pipecolaldehyde 6 from D-glucono- δ-lactone underwent a highly diastereoselective addition upon treatment with vinylmagnesium bromide. Treatment with vinylmagnesium bromide produced antiaminoalcohol 7a which was easily converted into the synthesis of 1,6-diepicastanospermine 2.

Stereospecific Synthesis of the (2R,3S)- and (2R,3R)-3-Amino-2-hydroxy-4-phenylbutanoic Acids from D-Glucono-δ-lactone

  • Lee, Jin Hwan;Kim, Jin Hyo;Lee, Byong Won;Seo, Woo Duck;Yang, Min Suk;Park, Ki Hun
    • Bulletin of the Korean Chemical Society
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    • 제27권8호
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    • pp.1211-1218
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    • 2006
  • The enantiomerically pure (2R,3S)- and (2R,3R)-3-amino-2-hydroxy-4-phenylbutanoic acids (AHPBA) 1 and 3 are readily obtained from D-glucono-a-lactone. Both AHPBAs are the structural key units of KMI derivatives which are the potent inhibitors of BACE 1 ($\beta$-secretase) and HIV protease. Additionally, the obtained AHPBAs 1 and 3 are converted to dipeptides of bestatin stereoisomers 2 and 4.

Chirospecific Synthesis of (-)-Polyoxamic Acid and Its Stereoisomer

  • 강재은;김진효;이우송;양민석;박기훈
    • Bulletin of the Korean Chemical Society
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    • 제19권12호
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    • pp.1369-1372
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    • 1998
  • The (-)-polyoxamic acid 2 and its stereoisomer 3 have been prepared from D-glucono-δ-lactone which has three available stereocenters as required for 2 and 3. Key transformations included the selective cleavage of the terminal isopropylidene group.