4-isopropyl-2-methoxy-benzaldehyde | 181035-65-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 4-isopropyl-2-methoxy-benzaldehyde
• 英文别名: 4-Isopropyl-2-methoxy-benzaldehyd；4-isopropyl-2-methoxybenzaldehyde；Benzaldehyde, 2-methoxy-4-(1-methylethyl)-；2-methoxy-4-propan-2-ylbenzaldehyde
• CAS: 181035-65-4
• 化学式: C₁₁H₁₄O₂
• 分子量: 178.231
• InChiKey: BNWZDXYRMCZZMR-UHFFFAOYSA-N

物化性质

• 沸点：
  287.5±28.0 °C(Predicted)
• 密度：
  1.017±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-isopropyl-2-methoxy-benzaldehyde 在 lithium chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以71%的产率得到4-异丙基水杨醛
  参考文献：
  名称：

  2-Hydroxy-4-isopropylbenzaldehyde, a potent partial tyrosinase inhibitor

  摘要：

  Chamaecin (2-hydroxy-4-isopropylbenzaldehyde) was synthesized and tested for its tyrosinase inhibitory activity. It partially inhibits the oxidation Of L-3,4-dihydroxyphenylalanine (L-DOPA) catalyzed by mushroom tyrosinase with an IC50 of 2.3 muM. The inhibition kinetics analyzed by Dixon plots found that chamaecin is a mixed type inhibitor. This inhibition may come in part from its ability to form a Schiff base with a primary amino group in the enzyme. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.11.033
• 作为产物：
  描述：

  3-异丙基苯酚 在 potassium carbonate 、 三氯氧磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4-isopropyl-2-methoxy-benzaldehyde
  参考文献：
  名称：

  2-Hydroxy-4-isopropylbenzaldehyde, a potent partial tyrosinase inhibitor

  摘要：

  Chamaecin (2-hydroxy-4-isopropylbenzaldehyde) was synthesized and tested for its tyrosinase inhibitory activity. It partially inhibits the oxidation Of L-3,4-dihydroxyphenylalanine (L-DOPA) catalyzed by mushroom tyrosinase with an IC50 of 2.3 muM. The inhibition kinetics analyzed by Dixon plots found that chamaecin is a mixed type inhibitor. This inhibition may come in part from its ability to form a Schiff base with a primary amino group in the enzyme. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.11.033

文献信息

• Synthesis of Novel Structurally Simplified Estrogen Analogues with Electron-Donating Groups in Ring A
  作者：Lutz Tietze、Carsten Vock、Ilga Krimmelbein、Linda Nacke

  DOI：10.1055/s-0029-1216810

  日期：2009.6

  A library of 25 novel estrogen analogues were prepared in five to eight steps from mostly commercially available substituted anisoles via bromination, formylation, Corey-Fuchs reaction, elimination, and Sonogashira reaction.

  合成了一系列25种新型雌激素类似物，这些化合物通过五个至八个步骤，主要以市售的取代茴香醚为原料，经过溴化、甲醛化、Corey-Fuchs反应、消除反应及Sonogashira反应制备得到。
• PROCESS FOR PREPARING 4-ISOPROPYLCYCLOHEXYLMETHANOL
  申请人：Stecker Florian

  公开号：US20110207968A1

  公开（公告）日：2011-08-25

  The present invention relates to a process for preparing 4-isopropylcyclohexylmethanol (IPCHM) from para-cymene. The process for preparing 4-isopropylcyclohexylmethanol (IPCHM) comprises an electrochemical process for preparing a mixture of 4-isopropylbenzaldehyde dimethyl acetal and 4-(1-alkoxy-1-methylethyl)benzaldehyde dimethyl acetal, and intermediates passed through in the process, a hydrolysis step to form the corresponding benzaldehydes and a hydrogenation of this mixture to form 4-isopropylcyclohexylmethanol (IPCHM).

  本发明涉及一种从对二甲苯制备4-异丙基环己基甲醇（IPCHM）的方法。制备4-异丙基环己基甲醇（IPCHM）的方法包括用于制备4-异丙基苯甲醛二甲基缩醛和4-(1-烷氧基-1-甲基乙基)苯甲醛二甲基缩醛的电化学过程，以及在过程中经过的中间体，通过水解步骤形成相应的苯甲醛，以及对该混合物进行加氢以形成4-异丙基环己基甲醇（IPCHM）。
• Triaryl Carbenium Ion Pair Mediated Electrocatalytic Benzylic C−H Oxygenation in Air
  作者：Zhenguo Zhang、Yongheng Lv、Liang Ji、Peng Chen、Shuyan Han、Yufei Zhu、Lanyang Li、Zhenhua Jia、Teck‐Peng Loh

  DOI：10.1002/anie.202406588

  日期：2024.7.8

  The ion-pair [Ph3C]+[B(C6F5)4]−-mediated electrocatalytic benzylic C−H oxidation is described. In the absence of expensive oxidants and external supporting electrolyte, the selective oxidation of benzylic C−H bonds in air was achieved.

  描述了离子对 [Ph 3 C] + [B(C 6 F 5 ) 4 ] -介导的电催化苄基 CH 氧化。在没有昂贵的氧化剂和外部支持电解质的情况下，实现了空气中苄基CH键的选择性氧化。
• Letcher, Roy M.; Lee, Chi-Fai, Journal of Chemical Research, Miniprint, 1996, # 8, p. 2001 - 2015
  作者：Letcher, Roy M.、Lee, Chi-Fai

  DOI：——

  日期：——
• Birch; Elliott, Australian Journal of Chemistry, 1953, vol. 6, p. 369,371
  作者：Birch、Elliott

  DOI：——

  日期：——