methyl 4-(benzyloxy)-2,2-dimethylbutanoate | 823180-17-2

• 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: methyl 4-(benzyloxy)-2,2-dimethylbutanoate
• 英文别名: Methyl 4-(benzyloxy)-2,2-dimethylbutanoate；methyl 2,2-dimethyl-4-phenylmethoxybutanoate
• CAS: 823180-17-2
• 化学式: C₁₄H₂₀O₃
• 分子量: 236.311
• InChiKey: FQBZUAKJQUDXHW-UHFFFAOYSA-N

物化性质

• 沸点：
  312.7±25.0 °C(Predicted)
• 密度：
  1.022±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 4-(benzyloxy)-2,2-dimethylbutanoate 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 4-(benzyloxy)-2,2-dimethylbutan-1-ol
  参考文献：
  名称：

  高效的两步法合成以C-sp3为中心的双晶二碘化物。

  摘要：

  [反应：见正文]用重氮二烯前体4-（肼基磺酰基）-苄基膦酸二乙酯处理后，官能化链的三取代的正二碘代烯烃可有效地高产率还原为相应的端基二碘化碘。

  DOI：

  10.1021/ol047997l
• 作为产物：
  描述：

  4-苄氧基丁酸 在 硫酸 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 3.66h， 生成 methyl 4-(benzyloxy)-2,2-dimethylbutanoate
  参考文献：
  名称：

  Discovery of novel 7-membered cyclic amide derivatives that inhibit 11beta-hydroxysteroid dehydrogenase type 1

  摘要：

  A series of novel 5-trans-hydroxyadamantan-2-yl-5,6,7,8-tetrahydropyrazolo[4,3-c]azepin-4(1H)-ones that inhibit 11beta-hydroxysteroid dehydrogenase type 1 are described. We discovered these 7-membered cyclic amide derivatives by introducing a distinctive linker through pharmacophore analysis of known ligands included in X-ray co-crystal structures. Further optimization using docking studies led to highly potent inhibitors 15b and 27, which furthermore showed the potent efficacy in in vivo studies. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.01.090

文献信息

• Highly Efficient Two-Step Synthesis of C-sp³-Centered Geminal Diiodides
  作者：Jean-Manuel Cloarec、André B. Charette

  DOI：10.1021/ol047997l

  日期：2004.12.1

  [reaction: see text] Trisubstituted gem-diiodoalkenes of functionalized chains are efficiently reduced to the corresponding terminal geminal diiodides in high yields upon treatment with the diazene precursor, diethyl 4-(hydrazinosulfonyl)-benzyl phosphonate.

  [反应：见正文]用重氮二烯前体4-（肼基磺酰基）-苄基膦酸二乙酯处理后，官能化链的三取代的正二碘代烯烃可有效地高产率还原为相应的端基二碘化碘。
• Discovery of novel 7-membered cyclic amide derivatives that inhibit 11beta-hydroxysteroid dehydrogenase type 1
  作者：Shuji Udagawa、Satoshi Sakami、Takahiro Takemura、Mikiya Sato、Takahiro Arai、Aiko Nitta、Takumi Aoki、Koji Kawai、Tomokatsu Iwamura、Seiji Okazaki、Takehiro Takahashi、Mie Kaino

  DOI：10.1016/j.bmcl.2013.01.090

  日期：2013.3

  A series of novel 5-trans-hydroxyadamantan-2-yl-5,6,7,8-tetrahydropyrazolo[4,3-c]azepin-4(1H)-ones that inhibit 11beta-hydroxysteroid dehydrogenase type 1 are described. We discovered these 7-membered cyclic amide derivatives by introducing a distinctive linker through pharmacophore analysis of known ligands included in X-ray co-crystal structures. Further optimization using docking studies led to highly potent inhibitors 15b and 27, which furthermore showed the potent efficacy in in vivo studies. (C) 2013 Elsevier Ltd. All rights reserved.