(E)-1-morpholino-1-(2-thienyl)1-propene | 55482-56-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: (E)-1-morpholino-1-(2-thienyl)1-propene
• 英文别名: -1-Morpholino-1-(2-thienyl)-1-propene；1-Morpholino-1-(2-thienyl)propen；4-(1-thiophen-2-yl-propenyl)-morpholine；[E]-1-morpholino-1-(thien-2-yl)-1-propene；(e)-1-Morpholino-1-(2-thienyl)-1-propene；4-[(E)-1-thiophen-2-ylprop-1-enyl]morpholine
• CAS: 55482-56-9
• 化学式: C₁₁H₁₅NOS
• 分子量: 209.312
• InChiKey: ZEGIYFNFMQLANG-WTDSWWLTSA-N

物化性质

• 沸点：
  348.2±41.0 °C(Predicted)
• 密度：
  1.135±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  40.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-1-morpholino-1-(2-thienyl)1-propene 生成 [E]-1-(2-噻吩基)-1-丙烯
  参考文献：
  名称：

  Stereospecific synthesis of [E]-alkenes from enamines via hydroboration

  摘要：

  从烯胺合成[E]烯烃的立体特异性合成方法包括以下步骤：氢硼化烯胺；酯化所形成的有机硼烷，并在存在过氧化氢且无添加碱的条件下氧化硼酸酯，以形成高产率的[E]烯烃。

  公开号：

  US04886924A1

文献信息

• Reversal of Diastereoselectivity in Reactions of the Trifluoroacetaldehyde Ethyl Hemiacetal with Enamines and Imines: Metal-Free, Complementary <i>anti</i>- and <i>syn</i>-Selective Synthesis of 4,4,4-Trifluoro-1-aryl-3-hydroxy-2-methyl-1-butanones
  作者：Kazumasa Funabiki、Kei Matsunaga、Hiroshi Gonda、Hitoshi Yamamoto、Takao Arima、Yasuhiro Kubota、Masaki Matsui

  DOI：10.1021/jo101733j

  日期：2011.1.7

  A complete reversal of diastereoselectivity was observed for reactions of the trifluoroacetaldehyde ethyl hemiacetal with enamines and imines, derived from propiophenones, that produce 4,4,4-trifluoro-1-aryl-3-hydroxy-2-methyl-1-butanones. This process serves as the first reliable, metal-free, complementary anti- and syn-selective method to prepare 4,4,4-trifluoro-1-aryl-3-hydroxy-2-methyl-1-butanones

  对于三氟乙醛乙基半缩醛与衍生自丙苯酮的烯胺和亚胺的反应，观察到了完全非对映选择性的逆转，产生了4,4,4-三氟-1-芳基-3-芳基-2-羟基-2-甲基-1-丁酮。该过程作为第一可靠，无金属的，互补的抗-和顺式，制备4,4,4-三氟-1-芳基-3-羟基-2-甲基-1-丁酮-选择性方法。
• Hydroboration. 86. Convenient conversion of aldehydes and ketones into the corresponding alkenes via hydroboration of their enamines. A remarkably simple synthesis of either (Z)- or (E)-alkenes
  作者：Bakthan Singaram、Milind V. Rangaishenvi、Herbert C. Brown、Christian T. Goralski、Dennis L. Hasha

  DOI：10.1021/jo00004a038

  日期：1991.2

  Aldehydes and ketones are converted into the corresponding alkenes via hydroboration of their enamines. Hydroboration of aldehyde enamines by 9-borabicyclo[3.3.1]nonane (9-BBN), followed by methanolysis, affords the corresponding terminal alkenes in 75-90% yields. Unsaturated aldehyde enamines produce the corresponding dienes under these conditions. Enamines derived from substituted cyclic ketones and heterocyclic ketones are readily accommodated in this reaction to afford the corresponding alkenes in very good yields. The synthesis of pure (Z)- or (E)-alkenes is readily achieved from the same acyclic ketone enamine by modification of the hydroboration-elimination procedure: (A) hydroboration by 9-BBN followed by methanolysis or (B) hydroboration by borane methyl sulfide (BMS) followed by methanolysis and hydrogen peroxide oxidation. Mechanistic rationale is provided.
• Convenient conversion of aldehydes and ketones into the corresponding alkenes via hydroboration of their enamines. A remarkably simple synthesis of either (Z)- or (E)-alkenes
  作者：Bakthan Singaram、Christian T. Goralski、Milind V. Rangaishenvi、Herbert C. Brown

  DOI：10.1021/ja00183a068

  日期：1989.1
• SINGARAM, BAKTHAN;RANGAISHENVI, MILIND V.;BROWN, HERBERT C.;GORALSKI, CHR+, J. ORG. CHEM., 56,(1991) N, C. 1543-1549
  作者：SINGARAM, BAKTHAN、RANGAISHENVI, MILIND V.、BROWN, HERBERT C.、GORALSKI, CHR+

  DOI：——

  日期：——
• US4886924A
  申请人：——

  公开号：US4886924A

  公开（公告）日：1989-12-12