4-(3-[ethoxybis(1-methylethyl)silyl]propylamino)-4-oxobutanoic acid | 1301605-61-7

• 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: 4-(3-[ethoxybis(1-methylethyl)silyl]propylamino)-4-oxobutanoic acid
• CAS: 1301605-61-7
• 化学式: C₁₅H₃₁NO₄Si
• 分子量: 317.501
• InChiKey: ZMUQDZCGSWWIFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.16
• 重原子数：
  21.0
• 可旋转键数：
  11.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  75.63
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-(3-[ethoxybis(1-methylethyl)silyl]propylamino)-4-oxobutanoic acid 在 lithium hydroxide monohydrate 、 [n-DDTMA+][18F]F- 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 溶剂黄146 、 二甲基亚砜 为溶剂， 反应 36.0h， 生成 N-[N-(N-(4-(3-([(18)F]fluorobis(1-methylethyl)silyl)propylamino)-1,4-dioxobutyl)-L-leucyl)glycyl]glycine
  参考文献：
  名称：

  Synthesis and hydrolytic stability of novel 3-[18F]fluoroethoxybis(1-methylethyl)silyl]propanamine-based prosthetic groups

  摘要：

  Two new silicon-based prosthetic groups, derived from 3-[ethoxybis(1-methylethyl)silyl]propanamine, have been prepared in good yields. These silicon groups bearing an acid or an azide group were coupled to a model tripeptide (Leu-Gly-Gly) either through a classical amide bond formation or through "click chemistry" via the Huisgen cycloaddition. The radiolabelling with fluorine-18 by substitution of the ethoxy group at silicon has been carried out with success in 51-54% decay corrected radiochemical yields. Radiolabelled peptides were easily prepared by direct F-18-fluorination of the silicon-bearing tripeptide or by coupling the peptide with a radiolabelled silicon-based prosthetic group. Their stabilities in physiological medium were studied and proved poor. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2011.01.011
• 作为产物：
  描述：

  丁二酸酐 、 3-氨基丙基二异丙基乙氧基硅烷 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 4-(3-[ethoxybis(1-methylethyl)silyl]propylamino)-4-oxobutanoic acid
  参考文献：
  名称：

  Synthesis and hydrolytic stability of novel 3-[18F]fluoroethoxybis(1-methylethyl)silyl]propanamine-based prosthetic groups

  摘要：

  Two new silicon-based prosthetic groups, derived from 3-[ethoxybis(1-methylethyl)silyl]propanamine, have been prepared in good yields. These silicon groups bearing an acid or an azide group were coupled to a model tripeptide (Leu-Gly-Gly) either through a classical amide bond formation or through "click chemistry" via the Huisgen cycloaddition. The radiolabelling with fluorine-18 by substitution of the ethoxy group at silicon has been carried out with success in 51-54% decay corrected radiochemical yields. Radiolabelled peptides were easily prepared by direct F-18-fluorination of the silicon-bearing tripeptide or by coupling the peptide with a radiolabelled silicon-based prosthetic group. Their stabilities in physiological medium were studied and proved poor. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2011.01.011