(3E)-2-methyl-4-phenylbutenal | 175793-19-8

• 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: (3E)-2-methyl-4-phenylbutenal
• 英文别名: 2-methyl-4-phenylbut-3-enal；(E)-2-methyl-4-phenylbut-3-enal
• CAS: 175793-19-8
• 化学式: C₁₁H₁₂O
• 分子量: 160.216
• InChiKey: WWKYHTRCYYCAPU-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(trimethylsilyl)-1,3-dithiane 1-oxide 、 (3E)-2-methyl-4-phenylbutenal 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.67h， 以65%的产率得到2-[(2E)-1-methyl-3-phenylprop-2-en-1-ylidene]-1,3-dithiane 1-oxide
  参考文献：
  名称：

  2-（三甲基甲硅烷基）-1,3-二硫杂环丁烷1-氧化物用作醛和酮转化为同源羧酸的便捷试剂

  摘要：

  通过用2-（三甲基甲硅烷基）-1，3-二噻吩-1-氧化物处理，在两个步骤中将醛和酮转化为相应的同源羧酸。羰基化合物的改进的彼得森烯化反应得到烯酮硫缩醛亚砜，其易于在酸性乙腈中裂解，得到所需的羧酸。 醛-酮-羧酸-同源

  DOI：

  10.1055/s-0029-1218820
• 作为产物：
  描述：

  (+/-)-2-methyl-2-[(E)-2-phenylvinyl]oxirane 在 magnesium bromide 作用下， 以 乙醚 为溶剂， 反应 0.5h， 以97%的产率得到(3E)-2-methyl-4-phenylbutenal
  参考文献：
  名称：

  Total Synthesis of Cryptophycins via a Chemoenzymatic Approach

  摘要：

  A highly convergent synthesis of cryptophycins in their enantiomerically-pure forms was achieved. Our strategy consists of the synthesis of the two units 3 and 4 and linking them together to form the macrocyclic ring. The upper unit 3 was prepared from 10 in four steps, and the lower unit 4 was prepared from 20 in three steps. Enantioselective biocatalytic methodology was used to prepare the requisite chiral building blocks, (R)-11 and (R)-19. The stereochemical versatility of this synthetic approach is demonstrated by the synthesis of cryptophycin A and the four diastereomers of cryptophycin C.

  DOI：

  10.1021/jo960972i

文献信息

• Revisiting the Corey–Chaykovsky reaction: the solvent effect and the formation of β-hydroxy methylthioethers
  作者：Yu Peng、Jin-Hui Yang、Wei-Dong Z. Li

  DOI：10.1016/j.tet.2005.10.068

  日期：2006.2

  The classical Corey-Chaykovsky (CC) reaction of ketones in ethereal solvents (i.e., THF or Et2O) resulted in the production of a 14 significant amount of P-hydroxy methylthioether 2 along with normal epoxide product 1. Some interesting and synthetically useful transformations of the CC reaction product of cyclopropyl ketones were also described. (c) 2005 Elsevier Ltd. All rights reserved.
• Asymmetric hydroformylation of conjugated dienes catalysed by [(R)-2-diphenylphosphino-1,1′-dinaphthalen-2′-yl][(S)-1,1′-dinaphthalene-2,2′-diyl]phosphite–rhodium(<scp>I</scp>)
  作者：Toshihide Horiuchi、Tetsuo Ohta、Kyoto Nozaki、Hidemasa Takaya

  DOI：10.1039/cc9960000155

  日期：——

  Asymmetric hydroformylation of conjugated dienes such as vinylcyclohexene, (E)-phenyl-buta-1,3-diene and 4-methyl-penta-1,3-diene using BINAPHOS-Rh-I complexes as catalysts (R,S)-BINAPHOS = [(R)-2-diphenylphosphino-1,1'-dinaphthalen-2'-yl] [(S)-1,1'-dinaphthalene-2,2'-diyl]-phosphite} gives optically active beta,gamma-unsaturated aldehydes in high regio- (81-91%) and enantio-selectivities (84-97% ee).
• Carbostyril derivatives
  申请人：OTSUKA PHARMACEUTICAL CO., LTD.

  公开号：EP0382185B1

  公开（公告）日：1994-06-15
• OXYTOCIN ANTAGONIST
  申请人：OTSUKA PHARMACEUTICAL CO., LTD.

  公开号：EP0602209A1

  公开（公告）日：1994-06-22
• QUINOXALINE DERIVATIVE AS ANTIDIABETIC AGENT
  申请人：OTSUKA PHARMACEUTICAL CO., LTD.

  公开号：EP0670831A1

  公开（公告）日：1995-09-13