ethyl 2-(azepan-2-yl)acetate | 217965-54-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂环庚烷
• 英文名称: ethyl 2-(azepan-2-yl)acetate
• CAS: 217965-54-3
• 化学式: C₁₀H₁₉NO₂
• 分子量: 185.266
• InChiKey: MUGLNRYVTOZVMO-UHFFFAOYSA-N

物化性质

• 沸点：
  253.9±13.0 °C(Predicted)
• 密度：
  0.953±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 2-(azepan-2-yl)acetate 在 叔丁基氯化镁 作用下， 以 四氢呋喃 为溶剂， 反应 2.17h， 以73%的产率得到1-azabicyclo[5.2.0]nonan-9-one
  参考文献：
  名称：

  未保护的脂环胺的 α-C–H 键功能化：路易斯酸促进烯醇化物与瞬态亚胺的加成

  摘要：

  可烯醇化的环状亚胺是通过用简单的酮氧化剂氧化从相应的氨基锂原位获得的，很容易用一系列烯醇化物烷基化，在一次操作中提供单环和多环 β-氨基酮，包括天然产物 (±)-肉豆蔻碱。腈阴离子也在这些转化中充当有效的亲核试剂，BF 3醚化物促进了这些转化。源自酯烯醇化物的β-氨基酯可以转化为相应的β-内酰胺。

  DOI：

  10.1021/acs.orglett.0c04024
• 作为产物：
  描述：

  α-(Hexahydroazepinylidene-2) acetate d'ethyle 在 盐酸 、 sodium cyanoborohydride 作用下， 以 甲醇 为溶剂， 以86%的产率得到ethyl 2-(azepan-2-yl)acetate
  参考文献：
  名称：

  Ring constrained analogues of β-alanine-containing GPIIb/IIIa receptor antagonists

  摘要：

  A series of ring constrained analogues of the GPIIb/IIIa receptor antagonist XR299 (1) was investigated as potential inhibitors of glycoprotein IIb/IIIa, a platelet receptor that plays a key role in platelet aggregation and platelet adhesion. Ring size was found to have a large effect on in vitro potency. Selected compounds showed good in vitro activity, a preference for binding to activated platelets, and modest duration of action when dosed iv as a racemate in a canine model. (C) 2000 DuPont Pharmaceuticals Company. Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00023-8

文献信息

• α-C–H Bond Functionalization of Unprotected Alicyclic Amines: Lewis-Acid-Promoted Addition of Enolates to Transient Imines
  作者：Jae Hyun Kim、Anirudra Paul、Ion Ghiviriga、Daniel Seidel

  DOI：10.1021/acs.orglett.0c04024

  日期：2021.2.5

  lithium amides by oxidation with simple ketone oxidants, are readily alkylated with a range of enolates to provide mono- and polycyclic β-aminoketones in a single operation, including the natural product (±)-myrtine. Nitrile anions also serve as competent nucleophiles in these transformations, which are promoted by BF3 etherate. β-Aminoesters derived from ester enolates can be converted to the corresponding

  可烯醇化的环状亚胺是通过用简单的酮氧化剂氧化从相应的氨基锂原位获得的，很容易用一系列烯醇化物烷基化，在一次操作中提供单环和多环 β-氨基酮，包括天然产物 (±)-肉豆蔻碱。腈阴离子也在这些转化中充当有效的亲核试剂，BF 3醚化物促进了这些转化。源自酯烯醇化物的β-氨基酯可以转化为相应的β-内酰胺。
• Ring constrained analogues of β-alanine-containing GPIIb/IIIa receptor antagonists
  作者：Thais M Sielecki、John Wityak、Jie Liu、Shaker A Mousa、Martin Thoolen、Ruth R Wexler、Richard E Olson

  DOI：10.1016/s0960-894x(00)00023-8

  日期：2000.3

  A series of ring constrained analogues of the GPIIb/IIIa receptor antagonist XR299 (1) was investigated as potential inhibitors of glycoprotein IIb/IIIa, a platelet receptor that plays a key role in platelet aggregation and platelet adhesion. Ring size was found to have a large effect on in vitro potency. Selected compounds showed good in vitro activity, a preference for binding to activated platelets, and modest duration of action when dosed iv as a racemate in a canine model. (C) 2000 DuPont Pharmaceuticals Company. Published by Elsevier Science Ltd. All rights reserved.