ethyl (E)-5-((tetrahydro-2H-pyran-2-yl)oxy)pent-2-enoate | 149310-67-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl (E)-5-((tetrahydro-2H-pyran-2-yl)oxy)pent-2-enoate
• 英文别名: ethyl (E)-5-(oxan-2-yloxy)pent-2-enoate
• CAS: 149310-67-8
• 化学式: C₁₂H₂₀O₄
• 分子量: 228.288
• InChiKey: USMSQVUVGBXEIA-XVNBXDOJSA-N

物化性质

• 沸点：
  328.4±42.0 °C(Predicted)
• 密度：
  1.04±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl (E)-5-((tetrahydro-2H-pyran-2-yl)oxy)pent-2-enoate 在 咪唑 、 4-甲基苯磺酸吡啶 、 二异丁基氢化铝 、 对甲苯磺酸 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 异丙醇 为溶剂， 生成 (S)-2-[[(E)-5-(tert-Butyl-diphenyl-silanyloxy)-pent-3-enyl]-(toluene-4-sulfonyl)-amino]-3-[4-(4-hydroxy-butoxy)-phenyl]-propionic acid methyl ester
  参考文献：
  名称：

  Design and synthesis of macro-heterocycles structurally related to tirofiban

  摘要：

  Sequences of nine and four steps were designed to yield two tirobifan related macrocycles by SN2 macrocyclization. The cyclic compounds contain the amino acid tyrosine, one insaturation and are either 18- or 20-membered rings. All the reaction conditions are very mild and the overall yields indicate that the results depend a lot on the structure of the targets and on the length of the reaction sequence. (C) 2000 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(00)00709-7
• 作为产物：
  描述：

  3,4-二氢-2H-吡喃 在 草酰氯 、 对甲苯磺酸 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 17.83h， 生成 ethyl (E)-5-((tetrahydro-2H-pyran-2-yl)oxy)pent-2-enoate
  参考文献：
  名称：

  钯/手性胺共催化对映选择性动态级联反应：具有季碳立体中心的多取代碳环的合成

  摘要：

  通过标题反应合成了多取代的5元和6元碳环。单锅动态中继过程通过使用钯和手性胺助催化剂的简单组合，以高度对映选择性的方式（99.5：0.5→99：0.5 er）生成了四个新的立体中心，包括一个季碳中心。

  DOI：

  10.1002/anie.201300559

文献信息

• [EN] TETRASUBSTITUTED ALKENE COMPOUNDS AND THEIR USE<br/>[FR] COMPOSÉS ALCÉNIQUES TÉTRASUBSTITUÉS ET LEUR UTILISATION
  申请人：EISAI R&D MAN CO LTD

  公开号：WO2016196342A1

  公开（公告）日：2016-12-08

  Disclosed herein are compounds, or pharmaceutically acceptable salts thereof, and methods of using the compounds for treating breast cancer by administration to a subject in need thereof a therapeutically effective amount of the compounds or pharmaceutically acceptable salts thereof. The breast cancer may be an ER-positive breast cancer and/or the subject in need of treatment may express a mutant ER-α protein.

  本文披露了化合物或其药用可接受盐，并使用这些化合物治疗乳腺癌的方法，通过向需要治疗的受试者施用这些化合物或其药用可接受盐的治疗有效量。乳腺癌可能是ER阳性乳腺癌，需要治疗的受试者可能表达突变的ER-α蛋白。
• Synthesis of Medium- and Large-Sized Lactones in an Aqueous-Organic Biphasic System
  作者：Hidenori Kinoshita、Hiroshi Shinokubo、Koichiro Oshima

  DOI：10.1002/anie.200462677

  日期：2005.4.15
• A Diels-Alder approach to Stemona alkaloids: total synthesis of stenine
  作者：Cheng Yi Chen、David J. Hart

  DOI：10.1021/jo00067a015

  日期：1993.7

  A total synthesis of dl-stenine (4) is described. Key features involve (1) use of an intramolecular Diels-Alder cycloaddition-aminimide rearrangement sequence to construct the perhydroindole substructure (29 --> 36 --> 27), (2) application of an Eschenmoser-Claisen rearrangement-iodolactonization sequence to prepare the butenolide substructure (58 --> 59 --> 61), (3) use of a free-radical allylation to introduce the C(9)-ethyl group (61 --> 62), and (4) thermal cyclization of an amino ester to afford azepinone 68. A variety of intermolecular and intramolecular Diels-Alder reactions, including examples in which alpha,beta-unsaturated thioesters play the role of dienophile, are also described.
• Hemiaminal generated by hydration of ketone-based nitrone as an N,O-centered nucleophile in organic synthesis
  作者：Teruhiko Ishikawa、Keita Nagai、Mami Senzaki、Akiko Tatsukawa、Seiki Saito

  DOI：10.1016/s0040-4020(98)00008-8

  日期：1998.3

  Isoxazolidines that are useful precursors for beta-amino acids have been prepared relying on intermolecular amino Michael addition-intramolecular S(N)2 displacement employing hydroxylamine or hydrate of ketone-based nitrone as an N- and O-centered binucleophile. (C) 1998 Elsevier Science Ltd. All rights reserved.
• DMP-mediated one-pot oxidative olefination of silyl ethers
  作者：Guisheng Deng、Baihua Xu、Chunyu Liu

  DOI：10.1016/j.tet.2005.04.021

  日期：2005.6

  Silyl ethers of arylic, allylic, propargylic and unactivated alcohols could be deprotected and oxidized with Dess-Martin periodinane, and the resulting aldehydes could be directly converted to the corresponding alpha,beta-unsaturated esters in one pot with stabilized phosphoranes. Good selectivities were achieved upon a variety of protecting groups of alcohol by using this method. Other advantages of the protocol included simplicity of operations and high efficiency, as well as good to excellent yields. (c) 2005 Elsevier Ltd. All rights reserved.