(S)-3-hexadecanoyl-5-hydroxymethyltetronic acid

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: (S)-3-hexadecanoyl-5-hydroxymethyltetronic acid
• 英文别名: 4-hexadecanoyl-3-hydroxy-2-(hydroxymethyl)-2H-uran-5-one；(2S)-4-hexadecanoyl-3-hydroxy-2-(hydroxymethyl)-2H-furan-5-one
• 化学式: C₂₁H₃₆O₅
• 分子量: 368.514
• InChiKey: KZTSLHQKWLYYAC-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  26
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  S-tert-butyl 3-oxo-octadecanethioate 在 盐酸 、 四丁基氟化铵 、 silver trifluoroacetate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 (S)-3-hexadecanoyl-5-hydroxymethyltetronic acid
  参考文献：
  名称：

  Asymmetric synthesis of RK-682 and its analogs, and evaluation of their protein phosphatase inhibitory activities

  摘要：

  We report an asymmetric synthesis of a potent tyrosine phosphatase inhibitor, RK-682 and its analogs. The absolute stereochemistry of RK-682 was determined to be (R). The inhibitory activities of RK-682 and its analogs, (R)-1a, (S)-1a, (R)-1b and (R)-1c toward various protein phosphatases (MIR, cdc25A, cdc25B, and PP1) are also reported. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0040-4039(96)02029-1

文献信息

• Asymmetric synthesis of RK-682 and its analogs, and evaluation of their protein phosphatase inhibitory activities
  作者：Mikiko Sodeoka、Ruriko Sampe、Terumi Kagamizono、Hiroyuki Osada

  DOI：10.1016/s0040-4039(96)02029-1

  日期：1996.11

  We report an asymmetric synthesis of a potent tyrosine phosphatase inhibitor, RK-682 and its analogs. The absolute stereochemistry of RK-682 was determined to be (R). The inhibitory activities of RK-682 and its analogs, (R)-1a, (S)-1a, (R)-1b and (R)-1c toward various protein phosphatases (MIR, cdc25A, cdc25B, and PP1) are also reported. Copyright (C) 1996 Elsevier Science Ltd