N-benzyl-N-(but-3-enyl)-2,2,2-trifluoroacetamide | 233590-33-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-benzyl-N-(but-3-enyl)-2,2,2-trifluoroacetamide
• 英文别名: N-benzyl-N-(but-3-en-1-yl)-2,2,2-trifluoroacetamide；N-Benzyl-N-(3-butenyl)-2,2,2-trifluoroacetamide；N-benzyl-N-but-3-enyl-2,2,2-trifluoroacetamide
• CAS: 233590-33-5
• 化学式: C₁₃H₁₄F₃NO
• 分子量: 257.255
• InChiKey: VDRFGONSYVRWQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-benzyl-N-(but-3-enyl)-2,2,2-trifluoroacetamide 在 potassium carbonate 、 臭氧 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 为溶剂， 反应 14.0h， 生成 ethyl (E)-5-(benzylamino)pent-2-enoate
  参考文献：
  名称：

  Synthesis of 2,3-disubstituted pyrrolidines by intramolecular addition of α-aminoalkyl radicals to electron deficient C C bonds

  摘要：

  2,3-Disubstituted pyrrolidines are prepared by SmI2-pranoted cyclization of alpha-amino radicals generated from N-(alpha-benzotriazolylalkyl)alkenylamines containing a C=C bond activated by an electron withdrawing substituent. The diastereoselectivity of cyclization is moderate and depends on the nature of the substituent at the pyrrolidine 2-position. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00359-2
• 作为产物：
  描述：

  N-苄基-N-(3-丁烯)胺 、 三氟乙酸酐 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以81%的产率得到N-benzyl-N-(but-3-enyl)-2,2,2-trifluoroacetamide
  参考文献：
  名称：

  Synthesis of 2,3-disubstituted pyrrolidines by intramolecular addition of α-aminoalkyl radicals to electron deficient C C bonds

  摘要：

  2,3-Disubstituted pyrrolidines are prepared by SmI2-pranoted cyclization of alpha-amino radicals generated from N-(alpha-benzotriazolylalkyl)alkenylamines containing a C=C bond activated by an electron withdrawing substituent. The diastereoselectivity of cyclization is moderate and depends on the nature of the substituent at the pyrrolidine 2-position. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00359-2

文献信息

• 1,2,3,5-tetrahydrobenzo'c!azepin-4-one derivatives having muscarinic antagonist activity
  申请人：——

  公开号：US20030199494A1

  公开（公告）日：2003-10-23

  There is disclosed a compound having the formula or a pharmaceutically acceptable salt thereof, wherein: R 1a , R 1b and R 1c are independently fluorine or hydrogen; R 2 is C 1 to C 12 alkyl being straight or branched chain, saturated or unsaturated, mono-substituted or unsubstituted, said substituents being selected from piperidine, pyrroliding, morpholine, thiomorpholine and cycloalkyl of 3 to 7 carbon atoms; a cycloalkyl of 3 to 9 carbon atoms; a cycloalkyl of 3 to 9 carbon atoms having a C 1 to C 6 alkyl substituent; a polycycloalkyl of 2 to 3 rings having 7 to 12 carbons; and phenyl or phenyl substituted with halogen, hydroxy, C 1 to C 6 alkoxy, C 1 to C 6 alkyl, nitro, methylene dioxy or trifluoromethyl; and R 3 is a moiety selected from: (I), (II) or a pyrrolidin-3-yl moiety of the formula (III). The compounds are disclosed for use as muscarinic antagonists with M 3 selectivity.

  揭示了一种具有以下结构式或其药用可接受盐的化合物，其中：R1a、R1b和R1c独立地是氟或氢；R2是C1到C12的直链或支链、饱和或不饱和、单取代或未取代的烷基，所述取代基被选择自哌啶、吡咯啶、吗啉、硫代吗啉和3到7个碳原子的环烷基；3到9个碳原子的环烷基；3到9个碳原子的环烷基，具有C1到C6烷基取代基；具有7到12个碳原子的2到3环多环烷基；以及苯或苯被卤素、羟基、C1到C6烷氧基、C1到C6烷基、硝基、亚甲二氧基或三氟甲基取代的苯；R3是从(I)、(II)或具有结构式(III)的吡咯啉-3-基团中选择的基团。这些化合物被用作具有M3选择性的毒蕈碱拮抗剂。
• JP5994059
  申请人：——

  公开号：——

  公开（公告）日：——
• Synthesis of 2,3-disubstituted pyrrolidines by intramolecular addition of α-aminoalkyl radicals to electron deficient C C bonds
  作者：JoséM Aurrecoechea、Alvaro Fernández、JoséM Gorgojo、Carlos Saornil

  DOI：10.1016/s0040-4020(99)00359-2

  日期：1999.6

  2,3-Disubstituted pyrrolidines are prepared by SmI2-pranoted cyclization of alpha-amino radicals generated from N-(alpha-benzotriazolylalkyl)alkenylamines containing a C=C bond activated by an electron withdrawing substituent. The diastereoselectivity of cyclization is moderate and depends on the nature of the substituent at the pyrrolidine 2-position. (C) 1999 Elsevier Science Ltd. All rights reserved.