4,4-dimethyl-2-(2,3,4-trimethoxyphenyl)-4,5-oxazoline | 85010-19-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4,4-dimethyl-2-(2,3,4-trimethoxyphenyl)-4,5-oxazoline
• 英文别名: 2-(2,3,4-trimethoxyphenyl)-4,4-dimethyl-2-oxazoline；4,4-Dimethyl-2-(2,3,4-trimethoxyphenyl)-2-oxazoline；4,5-dihydro-4,4-dimethyl-2-(2,3,4-trimethoxyphenyl) oxazole；4,5-dihydro-4,4-dimethyl-2-(2,3,4-trimethoxyphenyl)oxazole；4,5-Dihydro 4,4-dimethyl-2-(2,3,4-trimethoxyphenyl)oxazole；4,4-dimethyl-2-(2,3,4-trimethoxyphenyl)-5H-1,3-oxazole
• CAS: 85010-19-1
• 化学式: C₁₄H₁₉NO₄
• 分子量: 265.309
• InChiKey: MCWXGJNUYBVXPQ-UHFFFAOYSA-N

物化性质

• 熔点：
  43-44 °C(Solv: ligroine (8032-32-4))
• 沸点：
  370.2±42.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  49.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4,4-dimethyl-2-(2,3,4-trimethoxyphenyl)-4,5-oxazoline 在 正丁基锂 作用下， 生成 2-[2-(4,4-dimethyl-5H-1,3-oxazol-2-yl)-4,5-dimethoxy-3-[4-tri(propan-2-yl)silyloxyphenyl]phenyl]ethanol
  参考文献：
  名称：

  Alkynyliodonium Salts in Organic Synthesis. Application to the Total Synthesis of the Tropoloisoquinoline Alkaloid Pareitropone

  摘要：

  The synthesis of the tropoloisoquinoline alkaloid pareitropone has been accomplished in 14 steps from 2,3,4-trimethoxybenzoic acid. The key transformations include the generation of an alkylidenecarbene intermediate through intramolecular addition of a tosylamide anion to an alkynyliodonium salt, and the cycloaddition of that carbene to a peri positioned aromatic ring to afford a cycloheptatrienylidene product featuring the intact pareitropone skeleton.

  DOI：

  10.1021/ja0277430
• 作为产物：
  描述：

  2,3,4-三甲氧基苯甲酰氯 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 4,4-dimethyl-2-(2,3,4-trimethoxyphenyl)-4,5-oxazoline
  参考文献：
  名称：

  2-芳基多巴胺类似物：苯乙胺，3-苯并ze庚因和9-（氨基甲基）芴的合成和多巴胺能结合。

  摘要：

  合成了一系列2-芳基多巴胺类似物，并评估了它们对D1和D2多巴胺受体的作用。2-苯基多巴胺和6-苯基苯并ze庚因类似物对D1和D2受体均显示弱结合。9-（氨基甲基）芴也表现出较弱的D2结合力。然而，2,5,6-三羟基-9H-芴-9-甲胺（4b）表现出与阿扑吗啡相当的D1结合。结合活性已经与这些分子的联苯部分的计算的扭转角相关。当芳环接近共面性时，良好的D1多巴胺结合发生；当芳环正交时，结合不良。

  DOI：

  10.1021/jm00160a018

文献信息

• Substituted 3,4-dihydroxy phenylethylamino compounds
  申请人：Fisons plc

  公开号：US04922022A1

  公开（公告）日：1990-05-01

  Novel compounds of the formula ##STR1## in which one of R.sub.30 and R.sub.40 represents a substituted phenylalkyl group, the other of R.sub.30 and R.sub.40 represents hydrogen or halogen, and R.sub.50 and R.sub.60 each independently represent hydrogen or alkyl; in addition R.sub.60 may represent a substituted alkyl chain interrupted by N. The compounds of the invention are useful for the treatment or prophylaxis of renal failure or cardiovascular disease.

  公式为##STR1##的新化合物，其中R.sub.30和R.sub.40中的一个代表取代苯基烷基基团，另一个代表氢或卤素，R.sub.50和R.sub.60各自独立地代表氢或烷基；此外，R.sub.60还可以表示被N打断的取代烷基链。本发明的化合物可用于治疗或预防肾衰竭或心血管疾病。
• Aromatic compounds
  申请人：Fisons plc

  公开号：US04883804A1

  公开（公告）日：1989-11-28

  There are described compounds of formula I, ##STR1## in which X represents a C2 to 8 alkylene chain optionally interrupted by a double bond or by S(O).sub.n, wherein n is 0, 1 or 2; Y represents O or NH, l and m each independently represent 2, 3 or 4, R.sub.10 represents phenyl substituted by one or more substituents R.sub.23, which may be the same or different; or R.sub.10 represents pyridyl, a saturated carbocyclic group, alkyl C 1 to 6 or hydrogen, R.sub.15 represents hydrogen or together with R.sub.23 forms a (CH.sub.2).sub.p chain, wherein p represents 0, 1 or 2; R.sub.20, R.sub.21, R.sub.22 and R.sub.23, which may be the same or different, independently represent hydrogen, alkyl C 1 to 6, NHR.sub.25, SH, NO.sub.2, halogen, CF.sub.3, SO.sub.2 R.sub.30, CH.sub.2 OH or OH, wherein R.sub.25 represents hydrogen, alkyl C 1 to 6, alkanoyl C 1 to 6 or SO.sub.2 alkyl C 1 to 6, and R.sub.30 represents alkyl C 1 to 6 or NH.sub.2, provided that when X represents an uninterrupted C4 alkylene chain, Y represents NH, m represents 2, l represents 2, R.sub.10 represents phenyl, R.sub.15 represents hydrogen, and R.sub.21, R.sub.22 and R.sub.23 represent hydrogen, then R.sub.20 does not represent hydrogen or 4-OH, and pharmaceutically acceptable salts and solvates thereof. There are also described processes for the preparation of the compounds of formula I and pharmaceutical compositions containing them. The compounds of the invention may be used in the treatment or prophylaxis of renal failure or cardiovascular disorders.

  描述了一种化合物的化学式I，其中X代表一个C2到8的烷基链，可选择地由一个双键或S(O).sub.n中断，其中n为0、1或2；Y代表O或NH，l和m各自独立地代表2、3或4，R.sub.10代表苯基，被一个或多个取代基R.sub.23取代，这些取代基可以相同也可以不同；或者R.sub.10代表吡啶基、饱和碳环基、烷基C 1到6或氢，R.sub.15代表氢或与R.sub.23一起形成(CH.sub.2).sub.p链，其中p代表0、1或2；R.sub.20、R.sub.21、R.sub.22和R.sub.23，这些可以相同也可以不同，独立地代表氢、烷基C 1到6、NHR.sub.25、SH、NO.sub.2、卤素、CF.sub.3、SO.sub.2 R.sub.30、CH.sub.2 OH或OH，其中R.sub.25代表氢、烷基C 1到6、烷酰基C 1到6或SO.sub.2烷基C 1到6，R.sub.30代表烷基C 1到6或NH.sub.2，条件是当X代表一个不间断的C4烷基链时，Y代表NH，m代表2，l代表2，R.sub.10代表苯基，R.sub.15代表氢，R.sub.21、R.sub.22和R.sub.23代表氢，那么R.sub.20不代表氢或4-OH，以及其药学上可接受的盐和溶剂化合物。还描述了一种制备化合物的方法和含有它们的药物组合物。该发明的化合物可用于治疗或预防肾功能衰竭或心血管疾病。
• The palladium(0) Suzuki cross-coupling reaction as the key step in the synthesis of aporphinoids
  作者：R Suau、R Rico、F Nájera、F.J Ortiz-López、J.M López-Romero、M Moreno-Mañas、A Roglans

  DOI：10.1016/j.tet.2004.05.014

  日期：2004.6

  of phenylboronic acids with sterically hindered 2-bromo phenyl acetates or bromo phenyl acetamides, followed by sequential bicyclization of biarylacetamides promoted by oxalyl chloride/Lewis acid. The reduction of 4,5-dioxoaporphines provides a chemoselective entry to aporphines, dehydroaporphines and 4-hydroxy-dehydroaporphines. A three-steps total synthesis for (±)-O,O′-dimethylapomorphine from readily

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• An oxazoline based approach to (S)-Gossypol
  作者：A.I Meyers、Jeffrey J Willemsen

  DOI：10.1016/s0040-4020(98)00501-8

  日期：1998.8

  four oxazoline mediated reactions, including coupling of ortho-(methoxy)aryloxazolines with Grignard reagents, butyllithium based ortho-lithiation of aryloxazolines, stereocontrolled Ullmann couplings of bromonaphthyloxazolines, and ethoxyvinyllithium hexamethylphosphoric triamide complex based ortho-lithiation of aryloxazolines.

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• Total Synthesis of Amaryllidaceae Alkaloid Buflavine
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  DOI：10.1021/jo0202379

  日期：2002.8.1

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