2-(3-tert-butoxycarbonyl-oxazolidine-4-carbonyl)-heptanedioic acid 7-ethyl ester 1-methyl ester | 681848-20-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-(3-tert-butoxycarbonyl-oxazolidine-4-carbonyl)-heptanedioic acid 7-ethyl ester 1-methyl ester
• CAS: 681848-20-4
• 化学式: C₁₉H₃₁NO₈
• 分子量: 401.457
• InChiKey: WWLMGKIDFVUELJ-KZUDCZAMSA-N

物化性质

• 沸点：
  495.4±45.0 °C(Predicted)
• 密度：
  1.163±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.06
• 重原子数：
  28.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  108.44
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  2-(3-tert-butoxycarbonyl-oxazolidine-4-carbonyl)-heptanedioic acid 7-ethyl ester 1-methyl ester 在 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 2.0h， 以86%的产率得到8-amino-9-hydroxy-7-oxo-nonanoic acid hydrochloride
  参考文献：
  名称：

  Inhibitors of biotin biosynthesis as potential herbicides

  摘要：

  Isosteric derivatives and analogues of the 7-keto-8-aminopelargonic acid (KAPA), 7,8-diaminopelargonic acid (DAPA) and desthiobiotin (DTB) vitamer intermediates involved in the biosynthetic pathway of biotin were prepared and evaluated as potential herbicides. The most active compound was desmethyl-KAPA which displayed a GR(50) (concentration of the active compound that causes a 50% growth inhibition) value of 8 ppm, where values <50 ppm are considered herbicidal. Other KAPA analogs where the terminal Me group was replaced by bulkier substituents such as Et, i-Pr and HOCH2 showed moderate activity. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.12.047
• 作为产物：
  描述：

  在 potassium carbonate 、 magnesium chloride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 丁酮 为溶剂， 生成 2-(3-tert-butoxycarbonyl-oxazolidine-4-carbonyl)-heptanedioic acid 7-ethyl ester 1-methyl ester
  参考文献：
  名称：

  Inhibitors of biotin biosynthesis as potential herbicides

  摘要：

  Isosteric derivatives and analogues of the 7-keto-8-aminopelargonic acid (KAPA), 7,8-diaminopelargonic acid (DAPA) and desthiobiotin (DTB) vitamer intermediates involved in the biosynthetic pathway of biotin were prepared and evaluated as potential herbicides. The most active compound was desmethyl-KAPA which displayed a GR(50) (concentration of the active compound that causes a 50% growth inhibition) value of 8 ppm, where values <50 ppm are considered herbicidal. Other KAPA analogs where the terminal Me group was replaced by bulkier substituents such as Et, i-Pr and HOCH2 showed moderate activity. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.12.047