tert-butyl 3-phenyl-2-(pyrrolidin-1-yl)propanoate | 1353757-75-1

• 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: tert-butyl 3-phenyl-2-(pyrrolidin-1-yl)propanoate
• 英文别名: Tert-butyl 3-phenyl-2-pyrrolidin-1-ylpropanoate；tert-butyl 3-phenyl-2-pyrrolidin-1-ylpropanoate
• CAS: 1353757-75-1
• 化学式: C₁₇H₂₅NO₂
• 分子量: 275.391
• InChiKey: XFFBUNZYRPMFBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl 3-phenyl-2-(pyrrolidin-1-yl)propanoate 在 溴化氰 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以100%的产率得到
  参考文献：
  名称：

  A Unique and Simple Preparative Method for α-Arylpipecolinic Acid Esters via Base-Induced Sommelet–Hauser Rearrangement

  摘要：

  A unique and simple preparative method for N-cyano-alpha-arylpipecolinic acid esters via base-induced Sommelet-Hauser rearrangement, the von Braun reaction, and intramolecular alpha-alkylation is reported. The removal of the N-cyano substituent was achieved by hydrogenation and hydride reduction.

  DOI：

  10.3987/com-12-12619
• 作为产物：
  描述：

  在 sodium t-butanolate 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以72%的产率得到tert-butyl 3-phenyl-2-(pyrrolidin-1-yl)propanoate
  参考文献：
  名称：

  A Unique and Simple Preparative Method for α-Arylpipecolinic Acid Esters via Base-Induced Sommelet–Hauser Rearrangement

  摘要：

  A unique and simple preparative method for N-cyano-alpha-arylpipecolinic acid esters via base-induced Sommelet-Hauser rearrangement, the von Braun reaction, and intramolecular alpha-alkylation is reported. The removal of the N-cyano substituent was achieved by hydrogenation and hydride reduction.

  DOI：

  10.3987/com-12-12619

文献信息

• Asymmetric α-2-tosylethenylation of N,N-dialkyl-<scp>l</scp>-amino acid estersvia the formation of non-racemic ammonium enolates
  作者：Eiji Tayama、Tomohito Igarashi、Hajime Iwamoto、Eietsu Hasegawa

  DOI：10.1039/c1ob06074k

  日期：——

  Asymmetric α-2-tosylethenylation of (S)-2-(pyrrolidin-1-yl)propanoic acid esters was shown to produce good yields with high enantioselectivities. The reaction proceeds via the formation of a non-racemic ammonium enolate without an external source of chirality.

  不对称α-2-托索乙烯化(S)-2-(吡咯烷-1-基)丙酸酯显示出良好的产率和高的对映选择性。该反应通过形成非外消旋的铵烯醇盐进行，而无需外源性的手性。
• A Unique and Simple Preparative Method for α-Arylpipecolinic Acid Esters via Base-Induced Sommelet–Hauser Rearrangement
  作者：Eiji Tayama、Ryota Sato、Motoshi Ito、Hajime Iwamoto、Eietsu Hasegawa

  DOI：10.3987/com-12-12619

  日期：——

  A unique and simple preparative method for N-cyano-alpha-arylpipecolinic acid esters via base-induced Sommelet-Hauser rearrangement, the von Braun reaction, and intramolecular alpha-alkylation is reported. The removal of the N-cyano substituent was achieved by hydrogenation and hydride reduction.