2-methyl-2-phenoxypropionaldehyde | 16042-96-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-methyl-2-phenoxypropionaldehyde
• 英文别名: 2-methyl-2-phenoxypropanal；2-phenoxy-2-methylpropanal；α-Phenoxy-isobutanal
• CAS: 16042-96-9
• 化学式: C₁₀H₁₂O₂
• 分子量: 164.204
• InChiKey: QTZNKWWKZJJGRA-UHFFFAOYSA-N

物化性质

• 沸点：
  60-62 °C(Press: 3 Torr)
• 密度：
  1.024±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 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：

  2-methyl-2-phenoxypropionaldehyde 在 双氧水 、 Pseudomonas putida trans-o-hydroxybenzylidenepyruvate hydratase-aldolase 作用下， 生成
  参考文献：
  名称：

  酶促串联羟醛加成-转氨反应合成γ-羟基-α-氨基酸衍生物

  摘要：

  报道了通过串联羟醛加成-转氨基一锅两步反应生成 γ-羟基-α-氨基酸的三种酶促途径。该方法设有对映选择性醛醇加成丙酮酸向由催化的各种非芳香醛反式- ö从-hydroxybenzylidene丙酮酸水合酶-醛缩酶（HBPA）恶臭假单胞菌。这提供了手性 4-羟基-2-氧代酸，随后使用S-选择性转氨酶对映选择性胺化。研究了涉及不同胺供体和转氨酶的三种转氨过程：（i）l- Ala 作为具有丙酮酸循环的胺供体，（ii）使用来自荧光假单胞菌的苯甲醛裂解酶的苄胺供体Biovar I (BAL) 将形成的苯甲醛转化为安息香，最大限度地减少平衡限制，以及 (iii) l -Glu 作为胺供体，具有包含支链 α-氨基酸氨基转移酶 (BCAT) 和天冬氨酸氨基转移酶 (AspAT) 的双级联反应)，均来自大肠杆菌，使用l -Asp 作为底物再生l -Glu。由此获得的γ-羟基-α-氨基酸被转化为手性α-氨基-γ

  DOI：

  10.1021/acscatal.1c00210
• 作为产物：
  描述：

  2-溴-2-甲基丙醛 、 苯酚 在 sodium hydride 作用下， 生成 2-methyl-2-phenoxypropionaldehyde
  参考文献：
  名称：

  Dual-Acting Thromboxane Receptor Antagonist/Synthase Inhibitors: Synthesis and Biological Properties of [2-Substituted-4-(3-pyridyl)-1,3-dioxan-5-yl]alkenoic Acids

  摘要：

  The design, synthesis, and pharmacology of a new class of compounds possessing both thromboxane receptor antagonist and thromboxane synthase inhibitory properties are described. Replacement of the phenol group of the known thromboxane antagonist series 4(Z)-6-[(4RS,5SR)-4-(2-hydroxyphenyl)-1,3-dioxan-5-yl]hex-4-enoic acid by a 3-pyridyl group led to a series of compounds, 5, which were potent thromboxane synthase inhibitors and weak thromboxane antagonists. Further modifications at the dioxane C2 position led to compounds, 7, which were potent dual-acting agents. In the case of compound 7w, the dual activity was shown to reside almost exclusively in the (-)-enantiomer, 7x. Following oral dosing to rats and dogs, 7x (3 mg/kg) displayed significant dual activity over a period of at least 8 h.

  DOI：

  10.1021/jm00004a014

文献信息

• [EN] 1,4-DISUBSTITUTED PIPERIDINE DERIVATIVES AND THEIR USE AS 11-BETAHSD1 INHIBITORS<br/>[FR] DERIVES DE PIPERIDINE 1,4 DISUBSTITUEE ET LEUR UTILISATION EN TANT QU'INHIBITEURS DE 11-BETAHSD1
  申请人：ASTRAZENECA AB

  公开号：WO2004033427A1

  公开（公告）日：2004-04-22

  The use of a compound of formula (I) in the manufacture of a medicament for use in the inhibition of 11βHSD1 is described.

  使用式(I)的化合物制造用于抑制11βHSD1的药物。
• Process for manufacturing aryloxyaldehydes
  申请人：Imperial Chemical Industries PLC

  公开号：US05169974A1

  公开（公告）日：1992-12-08

  The invention concerns a novel process for the manufacture of various aryloxyaliphatic aldehydes and related arylthio analogues, which are useful as chemical intermediates. The process involves reacting a dihalogenohydroxyalkane of the formula: HO.C(R.sup.2).sub.2.CHX.sub.2 wherein R.sup.2 is alkyl and X is chloro or bromo with a phenol or thiophenol in the presence of base and is applicable to large scale use.

  本发明涉及一种新颖的制造各种芳氧基脂肪醛和相关芳基硫醇类似物的方法，这些化合物可用作化学中间体。该方法涉及将式为：HO.C(R.sup.2).sub.2.CHX.sub.2的二卤代羟基烷与苯酚或硫代苯酚在碱存在下反应，并可用于大规模使用。其中，R.sup.2为烷基，X为氯或溴。
• 1,4-disubstituted piperidine derivatives and their use as 11,betahsd1 inhibitors
  申请人：Barton John Peter

  公开号：US20050256159A1

  公开（公告）日：2005-11-17

  A method for inhibiting 11βHSD1 by administering a compound of formula (I) is described, wherein A, X, Y, R 1 , R 12 , n, q, and m are as described in the specification. Novel compounds and methods employing them are also described and claimed.

  本发明涉及一种通过给予式(I)化合物来抑制11βHSD1的方法，其中A、X、Y、R1、R12、n、q和m如规范中所述。本发明还描述和声明了新的化合物和使用它们的方法。
• Stereoselective Copper‐Catalyzed Olefination of Imines
  作者：James E. Baumann、Crystal P. Chung、Gojko Lalic

  DOI：10.1002/anie.202316521

  日期：2024.2.5

  A new look at catalytic Wittig-type olefinations. We explored the use of transition metal catalysis to form ylide equivalents from readily available starting materials leading to the development of a highly E-selective copper-catalyzed olefination of imines with alkenyl boronate esters as coupling partners.

  催化维蒂希型烯化反应的新视角。我们探索了使用过渡金属催化从容易获得的起始材料形成叶立德等价物，从而开发出以烯基硼酸酯作为偶联伙伴的高E选择性铜催化亚胺烯化反应。
• 1,3-Dioxane ethers
  申请人：IMPERIAL CHEMICAL INDUSTRIES PLC

  公开号：EP0201351A2

  公开（公告）日：1986-11-12

  The invention concerns novel 1,3-dioxane ethers of the formula I, wherein R1 includes alkyl, cycloalkyl, phenyl and phenylalkyl, R2 and R3 include hydrogen and alkyl, n is 1 or 2, m is 2, 3 or 4, p is zero, 1 or 2, and Z is carboxy or 1 (H)-tetrazol-5-yl, and pharmaceutically acceptable salts thereof, for use in conjunction with their pharmaceutical compositions in the treatment of certain pulmonary and/or vascular disorders. The invention also describes various processes and intermediates for the manufacture of the novel compounds.

  本发明涉及式 I 的新型 1,3-二氧六环醚，其中 R1 包括烷基、环烷基、苯基和苯基烷基，R2 和 R3 包括氢和烷基，n 为 1 或 2，m 为 2、3 或 4，p 为 0、1 或 2，Z 为羧基或 1 (H)-tetrazol-5-yl 及其药学上可接受的盐类，可与它们的药物组合物一起用于治疗某些肺部和/或血管疾病。 本发明还描述了制造这些新型化合物的各种工艺和中间体。