(E)-4-Pyridin-2-yl-but-3-enoic acid tert-butyl ester | 1027043-87-3

• 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: (E)-4-Pyridin-2-yl-but-3-enoic acid tert-butyl ester
• 英文别名: tert-butyl (E)-4-pyridin-2-ylbut-3-enoate
• CAS: 1027043-87-3
• 化学式: C₁₃H₁₇NO₂
• 分子量: 219.283
• InChiKey: YMTFSOVCZUDGMB-SOFGYWHQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-4-Pyridin-2-yl-but-3-enoic acid tert-butyl ester 在 对甲苯磺酸 作用下， 以 正己烷 为溶剂， 反应 5.0h， 生成 (E)-4(pyridin-2-yl)-3-butenoic acid
  参考文献：
  名称：

  Compatibility of Various Carbanion Nucleophiles with Heteroaromatic Nucleophilic Substitution by the S_RN1 Mechanism

  摘要：

  Carbanions generated from 2,4,4-trimethyl-2-oxazoline (1a), 2-benzyl-4,4-dimethyl-2-oxazoline (1b), 2,4-dimethylthiazole (13a), 2-benzyl-4-methylthiazole (13b), N,N-dimethylacetamide (17a), tert-butyl acetate (17b), ethyl phenylacetate (17c), N-methyl-N-phenyl-2-butenamide (22), tert-butyl 3-butenoate (25), and dimethyl methylphosphonate (29a) by means of KNH2 in liquid NH3 all reacted with 2-bromopyridine (2) via photoassisted reactions that exhibited characteristics of the S(RN)1 mechanism. Similar results were obtained in reactions of these carbanions with other substrates, including 2-chloroquinoline (6), iodobenzene (9), bromobenzene (10), and bromomesitylene (11).

  DOI：

  10.1021/jo962353f
• 作为产物：
  描述：

  1-丁烯-4-酸叔丁酯 在 2-溴吡啶 、 potassium amide 作用下， 生成 (E)-4-Pyridin-2-yl-but-3-enoic acid tert-butyl ester 、 ditert-butyl (2Z)-2-ethylidene-3-methylpentanedioate
  参考文献：
  名称：

  Compatibility of Various Carbanion Nucleophiles with Heteroaromatic Nucleophilic Substitution by the S_RN1 Mechanism

  摘要：

  Carbanions generated from 2,4,4-trimethyl-2-oxazoline (1a), 2-benzyl-4,4-dimethyl-2-oxazoline (1b), 2,4-dimethylthiazole (13a), 2-benzyl-4-methylthiazole (13b), N,N-dimethylacetamide (17a), tert-butyl acetate (17b), ethyl phenylacetate (17c), N-methyl-N-phenyl-2-butenamide (22), tert-butyl 3-butenoate (25), and dimethyl methylphosphonate (29a) by means of KNH2 in liquid NH3 all reacted with 2-bromopyridine (2) via photoassisted reactions that exhibited characteristics of the S(RN)1 mechanism. Similar results were obtained in reactions of these carbanions with other substrates, including 2-chloroquinoline (6), iodobenzene (9), bromobenzene (10), and bromomesitylene (11).

  DOI：

  10.1021/jo962353f