2-n-propyl-3-phenyl-2-propenal

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醛
• 英文名称: 2-n-propyl-3-phenyl-2-propenal
• 英文别名: 2-Benzylidene-pentan-1-al；2-benzylidenepentanal
• 化学式: C₁₂H₁₄O
• 分子量: 174.243
• InChiKey: FMWHWCCEBSGQQV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 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-n-propyl-3-phenyl-2-propenal 在 葡萄糖 作用下， 以 水 为溶剂， 反应 96.0h， 生成 (2S)-2-benzyl-pentan-1-ol
  参考文献：
  名称：

  Productivity enhancement of CC bioreductions by coupling the in situ substrate feeding product removal technology with isolated enzymes

  摘要：

  为了克服α、β-不饱和醛的 CC 键生物还原中通常存在的低生产率问题，我们将原位底物进料产物去除（SFPR）技术与由分离的烯还原酶和化学选择性醇脱氢酶组成的级联系统相结合。

  DOI：

  10.1039/c1cc16014a
• 作为产物：
  描述：

  正戊醛 、 苯甲醛 在 四丁基溴化铵 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 2-n-propyl-3-phenyl-2-propenal
  参考文献：
  名称：

  Highly enantioselective bioreduction of 2-fluorocinnamyl alcohols mediated by Saccharomyces cerevisiae

  摘要：

  Biocatalytic reduction of 2-fluorocinnamyl alcohols mediated by Saccharomyces cerevisiae was investigated in phosphate buffer solutions. Product analysis clearly showed that (S)-2-fluoro-3-arylpropanols were afforded in high yields with up to 92% ee Value. (C) 2010 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2010.01.073

文献信息

• [EN] COMPOUNDS REDUCING MALODOUR PERCEPTION AND THE USE THEREOF<br/>[FR] COMPOSÉS RÉDUISANT LA PERCEPTION DES MAUVAISES ODEURS ET LEUR UTILISATION
  申请人：CHEMCOM SA

  公开号：WO2018138369A1

  公开（公告）日：2018-08-02

  The present invention relates to new malodour-counteracting agents of formula (I) or stereoisomers thereof, particularly useful in blocking the olfactory perception of androstenone, Formula (I), wherein R1, R2, R3,R4, R5, R6, R7 and X have the same meaning as that defined in the claims. The present invention also relates to consumer products comprising said agents. The present invention also relates to the use of said agents to suppress or attenuate undesirable odour, as well as to methods to suppress or attenuate undesirable odour employing said compounds.

  本发明涉及公式(I)或其立体异构体的新型恶臭对抗剂，特别适用于阻断雄烯酮的嗅觉感知，公式(I)中，R1、R2、R3、R4、R5、R6、R7和X的含义与索赔中定义的相同。本发明还涉及包含所述对抗剂的消费产品。本发明还涉及使用所述对抗剂来抑制或减弱不良气味，以及使用这些化合物来抑制或减弱不良气味的方法。
• Conversion of 2-Alkylcinnamaldehydes to 2-Alkylindanones via a Catalytic Intramolecular Friedel−Crafts Reaction
  作者：Gary B. Womack、John G. Angeles、Vincent E. Fanelli、Christie A. Heyer

  DOI：10.1021/jo070952o

  日期：2007.8.31

  3-arylpropanoic acids or halides requires the use of noncatalytic acid promoters. In the presence of 5−10 mol % FeCl3, in situ generated dimethyl acetals of (E)-2-alkylcinnamaldehydes cyclize to 1-methoxy-2-alkyl-1H-indenes in good-to-high yields. The 1-methoxyindenes were converted in high yield into 2-alkylindanones by treatment with triethylamine, to effect isomerization to the isomeric enol ethers

  通过3-芳基丙酸或卤化物的分子内酰化制备茚满酮需要使用非催化酸促进剂。在5-10摩尔％FeCl 3的存在下，原位生成的（E）-2-烷基肉桂醛的二甲基乙缩醛以良好或高收率环化为1-甲氧基-2-烷基-1H-茚。通过用三乙胺处理，将1-甲氧基茚高产率地转化为2-烷基茚满酮，以进行异构化成异构的烯醇醚，然后进行酸催化的水解。因此，开发了一种催化的分子内弗里德尔-克来福特反应，其由2-烷基肉桂醛生成2-烷基茚满酮。
• 一种β-羟乙基肉桂醛的制备方法
  申请人：上海拜乐新材料科技有限公司

  公开号：CN111302914B

  公开（公告）日：2022-11-18

  本发明涉及化合物有机合成技术领域，具体的讲是一种β‑羟乙基肉桂醛的制备方法，步骤1：向反应容器中加入底物；步骤2：再在反应容器中加入溶剂、铜催化剂、胺、过氧化物、甲酸；步骤3：加热反应容器，使反应容器内发生加热反应，获得预制物；步骤4：对预制物进行后处理，获得β‑羟乙基肉桂醛。本发明与现有技术相比，以四氢呋喃，苯甲醛为底物一步合成β‑羟乙基肉桂醛，而四氢呋喃和苯甲醛以及其他反应物、催化剂等原材料则廉价易得，而且本发明的制作方法简单，一步合成，底物普适性号，杂环也可反应。
• Compounds reducing malodour perception and the use thereof
  申请人：CHEMCOM S.A.

  公开号：US11382848B2

  公开（公告）日：2022-07-12

  The present invention relates to new malodour-counteracting agents of formula (I) or stereoisomers thereof, particularly useful in blocking the olfactory perception of androstenone, Formula (I), wherein R1, R2, R3, R4, R5, R6, R7 and X have the same meaning as that defined in the claims. The present invention also relates to consumer products comprising said agents. The present invention also relates to the use of said agents to suppress or attenuate undesirable odour, as well as to methods to suppress or attenuate undesirable odour employing said compounds.

  本发明涉及式(I)或其立体异构体的新型恶臭抗衡剂，特别适用于阻断雄烯酮的嗅觉感知，式(I)，其中 R1、R2、R3、R4、R5、R6、R7 和 X 与权利要求书中定义的含义相同。本发明还涉及包含上述制剂的消费品。本发明还涉及使用所述制剂抑制或减弱不良气味，以及使用所述化合物抑制或减弱不良气味的方法。
• Design and synthesis of chitin synthase inhibitors as potent fungicides
  作者：Qi Chen、Ji-Wei Zhang、Lu-Lu Chen、Jun Yang、Xin-Ling Yang、Yun Ling、Qing Yang

  DOI：10.1016/j.cclet.2017.03.030

  日期：2017.6

  Chitin is a structural component of fungal cell walls but is absent in vertebrates, mammals, and humans. Chitin synthase is thus an attractive molecular target for developing fungicides. Based on the structure of its donor substrate, UDP-N-acetyl-glucosamine, as well as the modelled structure of the bacterial chitin synthase NodC, we designed a novel scaffold which was then further optimized into a series of chitin synthase inhibitors. The most potent inhibitor, compound 13, exhibited high chitin synthase inhibitory activity with an IC50 value of 64.5 mu mol/L. All of the inhibitors exhibited antifungal activities against the growth of agriculturally-destructive fungi, Fusarium graminearum,Botrytis cinerea, and Colletotrichum lagenarium. This work presents a new scaffold which can be used for the development of novel fungicides. (C) 2017 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.