3-(3-butenoxy)propanoic acid | 145147-94-0

• 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: 3-(3-butenoxy)propanoic acid
• 英文别名: 3-(3-buten-1-yloxy)propanoic acid；3-(but-3-enyloxy)propanoic acid；3-But-3-enoxypropanoic acid
• CAS: 145147-94-0
• 化学式: C₇H₁₂O₃
• 分子量: 144.17
• InChiKey: QSEUWRPHTXSJDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  10
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(3-butenoxy)propanoic acid 在 N-溴代丁二酰亚胺(NBS) 、 (Z)-N-3,5-bis(trifluoromethyl)phenyl-4-(dimethyliminio)pyridine-1(4H)-carbimidothioate 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以51%的产率得到8-(bromomethyl)-1,5-dioxocan-2-one
  参考文献：
  名称：

  Efficient Medium Ring Size Bromolactonization Using a Sulfur-Based Zwitterionic Organocatalyst

  摘要：

  Catalytic bromolactonization of long-chain olefinic acids resulting in the efficient synthesis of medium-sized lactones is reported using a zwitterionic catalyst and stoichiometric N-bromosuccinimide halogen source. The reaction was found to be more efficient at 0 degrees C than at room temperature, which could be attributed to the temperature dependence of the zwitterionic catalyst.

  DOI：

  10.1021/ja307210n
• 作为产物：
  描述：

  3-(but-3-enyloxy)propanenitrile 在 sodium peroxide 、 双氧水 作用下， 以 甲醇 为溶剂， 反应 18.0h， 以38%的产率得到3-(3-butenoxy)propanoic acid
  参考文献：
  名称：

  3-(正链烯氧基)丙酸的制备

  摘要：

  摘要 3-（正链烯氧基）丙酸是通过烯醇与丙烯酸叔丁酯（由 Triton B 或正丁基锂催化）反应，然后用 CF3COOH 或 KO2 裂解叔丁基来制备的。

  DOI：

  10.1080/00397919308009812

文献信息

• Compounds and Their Use in Treating Cancer
  申请人：AstraZeneca AB

  公开号：US20190194190A1

  公开（公告）日：2019-06-27

  The specification generally relates to compounds of Formula (I): and pharmaceutically acceptable salts and prodrugs thereof, where R 1 , R 4 , R 5 , R 6 , R 7 , Linker, X, Y, A, G, D and E have any of the meanings defined herein. This specification also relates to the use of such compounds and pharmaceutically acceptable salts and prodrugs thereof in methods of treatment of the human or animal body, for example in prevention or treatment of cancer. This specification also relates to processes and intermediate compounds involved in the preparation of such compounds and to pharmaceutical compositions containing them.

  本说明书一般涉及公式(I)的化合物： 以及药学上可接受的盐和前药，其中R1、R4、R5、R6、R7、Linker、X、Y、A、G、D和E具有此处定义的任何含义。本说明书还涉及将此类化合物以及药学上可接受的盐和前药用于治疗人体或动物体的方法，例如用于预防或治疗癌症。本说明书还涉及制备此类化合物涉及的工艺和中间化合物，以及含有它们的药物组合物。
• Construction of medium-ring oxacycloalkenones. Extension towards benzo-fused cyclic ethers
  作者：Frédéric Lecornué、Jean Ollivier

  DOI：10.1039/b307289b

  日期：——

  Application of the intramolecular Kulinkovich cyclopropanation of oxa-ω-alkenoic esters followed by Saegusa oxidation and dehydrohalogenation led to simple or benzo-fused oxacycloalkenones, basic structural elements in a wide range of naturally occurring compounds.

  应用氧杂-ω-烯酸酯的分子内库林科维奇环丙烷化，然后进行 Saegusa 氧化和脱卤化氢，产生了简单或苯并稠合的氧杂环烯酮，这是多种天然化合物中的基本结构元素。
• Oxygen Effect in the Iodo Lactonization of Unsaturated Carboxylic Acids Leading to 7- to 12-Membered Ring Lactones
  作者：Bruno Simonot、Gerard Rousseau

  DOI：10.1021/jo00099a019

  日期：1994.10

  The reaction of omega-alkenoic acids with bis(sym-collidine)iodine(I) hexafluorophosphate led to (iodomethyl) epsilon-caprolactones in good yields (49-75%) and medium ring iodo lactones in low yields (4-5%). The latter compounds have been obtained after introduction of an oxygen atom in the carbon chain. The position of the oxygen appeared important. This oxygen effect was explained by the stabilization of the intermediate iodonium ion by the oxygen atom.
• Preparation of seven-membered and medium-ring lactones by iodo lactonization
  作者：Bruno Simonot、Gerard Rousseau

  DOI：10.1021/jo00053a002

  日期：1993.1

  Iodo lactonization of 6-heptenoic acid using bis(sym-collidine)iodine(I) hexafluorophosphate in methylene chloride led in high yield to 6-(iodomethyl)-hexanolide while with longer omega-ethylenic carboxylic acids the corresponding lactones were obtained in low yields; however, the presence of an oxygen atom in the carbon chain allowed the formation of medium-ring iodo lactones.
• Efficient Medium Ring Size Bromolactonization Using a Sulfur-Based Zwitterionic Organocatalyst
  作者：Yi An Cheng、Tao Chen、Chong Kiat Tan、Jun Jie Heng、Ying-Yeung Yeung

  DOI：10.1021/ja307210n

  日期：2012.10.10

  Catalytic bromolactonization of long-chain olefinic acids resulting in the efficient synthesis of medium-sized lactones is reported using a zwitterionic catalyst and stoichiometric N-bromosuccinimide halogen source. The reaction was found to be more efficient at 0 degrees C than at room temperature, which could be attributed to the temperature dependence of the zwitterionic catalyst.