(3,5-dimethyl-isoxazol-4-ylmethyl)-triphenyl-phosphonium; chloride | 28241-32-9

• 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: (3,5-dimethyl-isoxazol-4-ylmethyl)-triphenyl-phosphonium; chloride
• 英文别名: [(3,5-Dimethyl-1,2-oxazol-4-yl)methyl](triphenyl)phosphanium chloride；(3,5-dimethyl-1,2-oxazol-4-yl)methyl-triphenylphosphanium;chloride
• CAS: 28241-32-9
• 化学式: C₂₄H₂₃NOP*Cl
• 分子量: 407.879
• InChiKey: KFOHZYYNAVQQQO-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.79
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  26
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3,5-dimethyl-isoxazol-4-ylmethyl)-triphenyl-phosphonium; chloride 在 三甲基氯硅烷 、 palladium on carbon 、 potassium tert-butylate 、 氢气 、 羟胺 、 乙酸酐 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 丙醇 、 乙酸乙酯 为溶剂， 生成 N-(4-((4-(2-(3,5-dimethylisoxazol-4-yl)ethyl)piperidin-1-ylsulfonyl)methyl)tetrahydro-2H-pyran-4-yl)-N-hydroxyformamide
  参考文献：
  名称：

  Orally active achiral N-hydroxyformamide inhibitors of ADAM-TS4 (aggrecanase-1) and ADAM-TS5 (aggrecanase-2) for the treatment of osteoarthritis

  摘要：

  A new achiral class of N-hydroxyformamide inhibitor of both ADAM-TS4 and ADAM-TS5, 2 has been discovered through modification of the complex P1 group present in historical inhibitors 1. This structural change improved the DMPK properties and greatly simplified the synthesis whilst maintaining excellent cross-MMP selectivity profiles. Investigation of structure-activity and structure-property relationships in the P1 group resulted in both ADAM-TS4 selective and mixed ADAM-TS4/5 inhibitors. This led to the identification of a pre-clinical candidate with excellent bioavailability across three species and predicting once daily dosing kinetics. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.04.028
• 作为产物：
  描述：

  3,5-二甲基异唑 在 盐酸 、 zinc(II) chloride 作用下， 以 溶剂黄146 、 xylene 为溶剂， 反应 25.5h， 生成 (3,5-dimethyl-isoxazol-4-ylmethyl)-triphenyl-phosphonium; chloride
  参考文献：
  名称：

  Synthesis of (Isoxazol-4-ylmethyl)triphenylphosphonium Salts Derived from 5-Alkyl- and 5-Aryl-3-methylisoxazoles

  摘要：

  DOI：

  10.1055/s-1998-2126

文献信息

• Supramolecular assembly in side-chain conjugated thiophene copolymers
  作者：Soundaram Jeevarathinam Ananthakrishnan、Balasubramaniyan Sambath Kumar、Narayanasastri Somanathan、Asit Baran Mandal

  DOI：10.1039/c3ra00029j

  日期：——

  Supramolecular assembly of side chain-conjugated polythiophenes were brought about by a interplay of dipole–dipole interactions and hydrogen bonding. Copolymers of (E)-3,5-dimethyl-4-(2-(thiophene-3-yl)vinyl) isoxazole (DTVI) and (E)-2-(2-(thiophen-3-yl) vinyl)-1H-benzo[d] imidazole (TVB) were synthesized and their ability to form self assemblies in solution as well as in thin film were explored at device conditions over ITO substrates. The twisted hierarchical assembly of polyTVB was found to improve the charge carrier mobility and is explained by a possible mechanism in which, an innate hierarchical self assembly through J-aggregates is formed in thin film prepared under device conditions. The copolymers of DTVI and TVB were studied for change in morphology using AFM, and GIXRD.

  侧链共轭聚噻吩的超分子组装是通过偶极-偶极相互作用和氢键的相互作用实现的。 (E)-3,5-二甲基-4-(2-(噻吩-3-基)乙烯基)异恶唑(DTVI)和(E)-2-(2-(噻吩-3-基)乙烯基)-的共聚物合成了 1H-苯并[d]咪唑 (TVB)，并在 ITO 基板上的器件条件下探索了它们在溶液中以及薄膜中形成自组装的能力。人们发现，polyTVB 的扭曲分级组装可以提高载流子迁移率，并通过一种可能的机制进行解释，其中在器件条件下制备的薄膜中形成通过 J 聚集体的固有分级自组装。使用 AFM 和 GIXRD 研究了 DTVI 和 TVB 共聚物的形态变化。
• Total steroid synthesis employing substituted isoxazole derivatives
  申请人：Hoffmann-La Roche Inc.

  公开号：US03985771A1

  公开（公告）日：1976-10-12

  The novel intermediates and processes of this invention provide a new synthetic route for the preparation of pharmaceutically valuable 19-nor-steroids. Further, the intermediates and processes of the invention provide a novel route for the preparation of pharmaceutically valuable estrones. The present invention provides a facile total synthesis of 13.beta.-alkyl-C/D-trans-steroidal materials. This desirable result is obtained via a unique asymmetric induction followed by subsequent stereo-specific reaction steps. As a precursor to the steroidal Ring A, a 3,5-disubstituted-4-isoxazolylmethylene group is employed in this synthesis.

  本发明的新型中间体和工艺提供了一种新的合成途径，用于制备具有药用价值的19-去甲基类固醇。此外，本发明的中间体和工艺提供了一种新的途径，用于制备具有药用价值的雌酮。本发明提供了一种易于实现的13.beta.-烷基-C/D-反式类固醇材料的全合成。这种理想的结果是通过独特的不对称诱导，随后是立体特异性反应步骤获得的。作为类固醇环A的前体，本合成中采用了3,5-二取代-4-异噁唑基甲基基团。
• Isoxazolyl-substituted perhydrobenzindenes
  申请人：Hoffmann-La Roche Inc.

  公开号：US03984428A1

  公开（公告）日：1976-10-05

  6[(4-Isoxazolyl)-methyl]perhydro-1H-benz[e]indenes, useful for the preparation of pharmaceutically valuable 19-norsteroids and estranes by degradation of the isoxazolylmethylene moiety followed by cyclization, is disclosed.

  本文介绍了6-[(4-异噁唑基)-甲基]四氢-1H-苯[e]茚烷，可通过异噁唑基亚甲基的降解后进行环化，用于制备具有药用价值的19-去甲基类固醇和雌甾烷。
• Intermediates in the total synthesis employing substituted isoxazole
  申请人：Hoffmann-La Roche Inc.

  公开号：US04080334A1

  公开（公告）日：1978-03-21

  The intermediates and processes of this invention provide a new synthetic route for the preparation of pharmaceutically valuable 19-norsteroids. Further, the intermediates and processes of the invention provide a route for the preparation of pharmaceutically valuable estrones. The present invention provides a facile total synthesis of 19.beta.-alkyl-C/D-trans-steroidal materials. This desirable result is obtained via a unique asymmetric induction followed by subsequent stereo-specific reaction steps. As a precursor to the steroidal Ring A, a 3,5-disubstituted-4-isoxazolylmethylene group is employed in this synthesis.

  本发明的中间体和过程为制备具有药用价值的19-去甲基类固醇提供了一种新的合成途径。此外，本发明的中间体和过程为制备具有药用价值的雌酮提供了一种途径。本发明提供了一种容易的19-β-烷基-C / D-顺式类固醇材料的全合成。通过独特的不对称诱导后跟随的立体特异性反应步骤，获得了这种理想的结果。在合成中，使用了3,5-二取代-4-异噁唑基甲烷基作为类固醇A环的前体。
• Steroid total synthesis. V. (+-)-Estr-4-ene-3,17-dione and (+-)-13.beta.-ethylgon-4-ene-3,17-dione
  作者：J. W. Scott、G. Saucy

  DOI：10.1021/jo00975a042

  日期：1972.5