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  • 标题:Asymmetric Synthesis of a 3-Acyltetronic Acid Derivative, RK-682, and Formation of Its Calcium Salt during Silica Gel Column Chromatography
  • 本地全文:下载
  • 作者:Mikiko SODEOKA ; Ruriko SAMPE ; Sachiko KOJIMA
  • 期刊名称:Chemical and Pharmaceutical Bulletin
  • 印刷版ISSN:0009-2363
  • 电子版ISSN:1347-5223
  • 出版年度:2001
  • 卷号:49
  • 期号:2
  • 页码:206-212
  • DOI:10.1248/cpb.49.206
  • 出版社:The Pharmaceutical Society of Japan
  • 摘要:

    RK-682 was reported to be a potent protein tyrosine phosphatase inhibitor. We found that (R)-3-hexadecanoyl-5-hydroxymethyltetronic acid (1) was easily converted to its calcium salt during column chromatography on Silica gel 60, and this calcium salt was identical to RK-682 originally isolated from a natural source. Here we report details of the asymmetric synthesis of (R)-1 and its conversion to the calcium salt. Fast atom bombardment mass spectrometric (FAB-MS) analysis of the free and calcium salt forms of RK-682 is also reported.

  • 关键词:RK-682; tetronic acid derivative; silica gel; calcium salt; FAB-MS
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