ethyl N-acetyl-D,L-4-(tri-n-butylstannyl)allylglycinate | 144332-80-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl N-acetyl-D,L-4-(tri-n-butylstannyl)allylglycinate
• 英文别名: ethyl N-acetyl-D,L-4-(tributylstannyl)allylglycinate；Ethyl 2-acetamido-4-tributylstannylpent-4-enoate
• CAS: 144332-80-9
• 化学式: C₂₁H₄₁NO₃Sn
• 分子量: 474.271
• InChiKey: JAMPDGBZLFVITR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.39
• 重原子数：
  26
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl N-acetyl-D,L-4-(tri-n-butylstannyl)allylglycinate 在 碘 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以64%的产率得到ethyl N-acetyl-D,L-4-iodoallylglycinate
  参考文献：
  名称：

  Synthesis and transformations of trialkylstannyl-substituted allylglycine derivatives.

  摘要：

  The three racemic vinylstannyl allylglycine derivatives (1, E-2, Z-2) were prepared by a variety of hydrostannation reactions. These vinylstannanes were converted to the corresponding vinyl iodides (7, E-8, Z-8) by electrophilic iodination and to symmetrical 1,3-dienes (5, 6) by copper catalysed coupling. A cis-bis(trimethylstannyl)allylglycine derivative (cis-4) was also prepared by palladium catalysed addition of hexamethylditin.

  DOI：

  10.1016/s0040-4039(00)61336-9

文献信息

• Elaboration of the side chain of α-amino acids containing a vinyl iodide by palladium-catalysed coupling
  作者：Geoffrey T. Crisp、Peter T. Glink

  DOI：10.1016/s0040-4020(01)86978-7

  日期：1994.2

  The palladium-catalysed coupling of a gamma-iodoallylglycine derivative and an E-delta-iodoallylglycine derivative with various organic nucleophiles is described.
• Elaboration of the side chain of α-amino acids by palladium-catalysed stille couplings
  作者：Geoffrey T. Crisp、Peter T. Glink

  DOI：10.1016/s0040-4020(01)81118-2

  日期：1994.3

  The palladium-catalysed couplings of a gamma-tri-n-butylstannylallylglycine derivative and an E-delta-tri-n-butylstannylallylglycine derivative with various organic electrophiles are described.