(E)-oct-2-enoic amide | 527696-82-8

• 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: (E)-oct-2-enoic amide
• 英文别名: trans-2-octenoic acid amide；trans-2-Octensaeure-amid；trans-Oct-2-enamid；trans-2-Octenamide；(E)-oct-2-enamide
• CAS: 527696-82-8
• 化学式: C₈H₁₅NO
• 分子量: 141.213
• InChiKey: GQSNJNBEIFSPHV-VOTSOKGWSA-N

物化性质

• 沸点：
  272.5±13.0 °C(Predicted)
• 密度：
  0.911±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  43.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-hydroxyoctanenitrile 在 硫酸 、 phosphorus pentoxide 作用下， 生成 (E)-oct-2-enoic amide
  参考文献：
  名称：

  Bruylants; Fonteyn, Bulletin des Societes Chimiques Belges, 1934, vol. 43, p. 214

  摘要：

  DOI：

文献信息

• [EN] PROCESS FOR THE PREPARATION OF N,N-DIISOPROPYL-3-(2-HYDROXY-5-METHYLPHENYL)- 3-PHENYL PROPYLAMINE AND ITS SALTS STARTING FROM A NOVEL INTERMEDIATE<br/>[FR] PROCÉDÉ POUR LA PRÉPARATION DE N,N-DIISOPROPYL-3-(2-HYDROXY-5-MÉTHYLPHÉNYL)-3-PHÉNYLPROPYLAMINE ET DE SES SELS À PARTIR D'UN NOUVEL INTERMÉDIAIRE
  申请人：CAMBREX PROFARMACO MILANO S R L

  公开号：WO2012098044A1

  公开（公告）日：2012-07-26

  The invention concerns an improved process for the preparation of tolterodine (N,N-diisopropyl-3-(2-hydroxy-5-methylphenyl)-3-phenyl propyl amine) and its salts, in particular for the preparation of the tartrate salt, and more particularly for the (+)-(R) enantiomer of tolterodine L-tartrate, starting from a novel intermediate, N,N-diisopropyl-3-(2-hydroxy-5-methylphenyl)-3- phenyl-2-propenamide, which can be used as pure Z or E isomer or as a mixture of Z and E isomers. When the target is the preparation of the enantiomer (R)-(+)-(N,N- diisopropyl-3-(2-hydroxy-5-methylphenyl)-3-phenylpropylamine) and diastereomeric crystallization of suitable compound is applied, the present invention covers also the use of racemisation of undesired (S)-(-)- (N,N-diisopropyl-3-(2-hydroxy-5-methylphenyl)-3 -phenyl propylamine) enantiomer and its recycle in the process.

  该发明涉及一种改进的制备托特罗定（N,N-二异丙基-3-(2-羟基-5-甲基苯基)-3-苯基丙胺）及其盐的过程，特别是制备酒石酸盐，更具体地是制备托特罗定L-酒石酸盐的（+）-(R)对映体的过程，从一种新型中间体N,N-二异丙基-3-(2-羟基-5-甲基苯基)-3-苯基-2-丙烯酰胺开始，该中间体可用纯Z或E异构体或Z和E异构体混合物形式使用。当目标是制备对映体(R)-(+)-(N,N-二异丙基-3-(2-羟基-5-甲基苯基)-3-苯基丙胺)并且适当化合物的二对映体结晶被应用时，该发明还涵盖了对不需要的(S)-(-)-(N,N-二异丙基-3-(2-羟基-5-甲基苯基)-3-苯基丙胺)对映体的消旋化及其在过程中的再循环的用途。
• Process for the preparation of N,N-diisopropyl-3-(2-hydroxy-5-methylphenyl)- 3-phenyl propylamine and its salts starting from a novel intermediate
  申请人：Cambrex Profarmaco Milano S.r.l.

  公开号：EP2476665A1

  公开（公告）日：2012-07-18

  The invention concerns an improved process for the preparation of tolterodine (N,N-diisopropyl-3-(2-hydroxy-5-methylphenyl)-3-phenyl propylamine) and its salts, in particular for the preparation of the tartrate salt, and more in particular for the (+)-(R) enantiomer of tolterodine L-tartrate, starting from a novel intermediate, N,N-diisopropyl-3-(2-hydroxy-5-methylphenyl)-3-phenyl-2-propenamide which can be used as pure Z or E isomer or as a mixture of Z and E isomers.

  这项发明涉及一种改进的制备替洛特定（N，N-二异丙基-3-(2-羟基-5-甲基苯基)-3-苯基丙胺）及其盐的过程，特别是制备酒石酸盐，更特别是从一种新的中间体N，N-二异丙基-3-(2-羟基-5-甲基苯基)-3-苯基-2-丙烯酰胺开始制备(+)-(R)对映体替洛特定L-酒石酸盐，该中间体可用作纯Z或E异构体，也可用作Z和E异构体的混合物。
• Cross coupling reactions of organozinc iodides with solid-supported electrophiles: synthesis of 4-substituted benzoic and 3-substituted (E)- and (Z)-propenoic acids and amides
  作者：Leslie J. Oates、Richard F. W. Jackson、Michael H. Block

  DOI：10.1039/b208632h

  日期：2003.12.19

  The solid-supported iodobenzoic acid derivatives 8–10 were coupled with a range of organozinc reagents 1–4 under palladium(0) catalysis. The coupled products released by acidic cleavage with TFA were obtained in high purities after recrystallisation. Analogous coupling of solid-supported (E)- and (Z)-3-iodoacrylic acids 18a, 18b, 19 and 20 gave (E)- and (Z)-α,β-unsaturated acids and amides 21–27 stereospecifically.

  在钯（0）催化下，固体支撑的碘苯甲酸衍生物 8-10 与一系列有机锌试剂 1-4 发生偶联反应。经重结晶后，用反式脂肪酸酸性裂解释放出的偶联产物纯度很高。对固体支撑的 (E)- 和 (Z)-3- 碘丙烯酸 18a、18b、19 和 20 进行类似的偶联反应，可得到 (E)- 和 (Z)-α,β- 不饱和酸及酰胺 21-27 的立体特定性。
• Quinoline intermediates of receptor tyrosine kinase inhibitors and the synthesis thereof
  申请人：Chew Warren

  公开号：US20050159446A1

  公开（公告）日：2005-07-21

  This invention is directed to methods of preparing 4-substituted quinoline compounds as intermediates in the manufacture of receptor tyrosine kinase inhibitors and intermediate compounds used in the methods thereof, wherein the 4-substituted quinoline compound has the following general formula (I): wherein substitutions at LG″, PG, A, G, R 1 and R 4 are set forth in the specification.

  这项发明涉及制备4-取代喹啉化合物的方法，作为制造受体酪氨酸激酶抑制剂的中间体以及用于该方法的中间化合物，其中4-取代喹啉化合物具有以下一般式（I）：其中LG″、PG、A、G、R1和R4的取代物在规范中列出。
• Light-induced reactions of formamide with acetylenes
  作者：D. Elad、G. Friedman

  DOI：10.1039/j39700000893

  日期：——

  The photochemical reactions of formamide with acetylenes are described. With terminal acetylenes the major products are 2 : 2 adducts (I) whereas with a non-terminal acetylene a 1 : 2 adduct (IV) is obtained. A three-component free-radical reaction of formamide, an olefin, and an acetylene is described. A free-radical mechanism is proposed for these reactions.

  描述了甲酰胺与乙炔的光化学反应。使用末端乙炔时，主要产物为2：2加合物（I），而使用非末端乙炔时，则可获得1：2加合物（IV）。描述了甲酰胺，烯烃和乙炔的三组分自由基反应。提出了针对这些反应的自由基机理。