2-tert-butoxycarbonylaminoacetyl-heptanedioic acid 7-ethyl ester 1-methyl ester | 681848-11-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: 2-tert-butoxycarbonylaminoacetyl-heptanedioic acid 7-ethyl ester 1-methyl ester
• 英文别名: 7-O-ethyl 1-O-methyl 2-[2-[(2-methylpropan-2-yl)oxycarbonylamino]acetyl]heptanedioate
• CAS: 681848-11-3
• 化学式: C₁₇H₂₉NO₇
• 分子量: 359.42
• InChiKey: YZXCYVRWHOWYFD-UHFFFAOYSA-N

物化性质

• 沸点：
  462.1±45.0 °C(Predicted)
• 密度：
  1.102±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  25
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  108
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-tert-butoxycarbonylaminoacetyl-heptanedioic acid 7-ethyl ester 1-methyl ester 在 platinum(IV) oxide 吡啶 、 盐酸 、 盐酸羟胺 、 氢气 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 20.0~40.0 ℃ 、448.17 kPa 条件下， 反应 74.0h， 生成 6-(2-oxo-imidazolidin-4-yl)-hexanoic acid
  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：

  乙基5-碘戊酸酯 、 methyl 4-[(tert-butoxycarbonyl)amino]-3-oxobutanoate 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 以55%的产率得到2-tert-butoxycarbonylaminoacetyl-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

文献信息

• Inhibitors of biotin biosynthesis as potential herbicides
  作者：Ayelet Nudelman、Dana Marcovici-Mizrahi、Abraham Nudelman、Dennis Flint、Vernon Wittenbach

  DOI：10.1016/j.tet.2003.12.047

  日期：2004.2

  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.