benzyl 1-(benzyloxy)naphthalene-2-carboxylate | 167830-44-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: benzyl 1-(benzyloxy)naphthalene-2-carboxylate
• 英文别名: 1-benzyloxy-naphthalene-2-carboxylic acid benzyl ester；benzyl 1-phenylmethoxynaphthalene-2-carboxylate
• CAS: 167830-44-6
• 化学式: C₂₅H₂₀O₃
• 分子量: 368.432
• InChiKey: IZWJHRPTPLIAEU-UHFFFAOYSA-N

物化性质

• 沸点：
  549.3±30.0 °C(Predicted)
• 密度：
  1.200±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 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：

  benzyl 1-(benzyloxy)naphthalene-2-carboxylate 在 palladium 10% on activated carbon 、 氢气 、 4-甲基苯磺酸吡啶 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 、 乙酸乙酯 、 间二甲苯 为溶剂， 20.0 ℃ 、206.85 kPa 条件下， 反应 38.0h， 生成 2-(1-hydroxy-naphthalen-2-yl)benzoxazole-4-carboxylic acid methyl ester
  参考文献：
  名称：

  UK-1 and structural analogs are potent inhibitors of hepatitis C virus replication

  摘要：

  The bacterial natural product UK-1 and several structural analogs inhibit replication of the hepatitis C virus in the replicon assay, with IC50 values as low as 0.50 mu M. The NS3 helicase has been identified as a possible target of inhibition for several of these compounds, while the remaining inhibitors act via an undetermined mechanism. Gel shift assays suggest that helicase inhibition is a direct result of inhibitor-enzyme binding as opposed to direct RNA binding, and the ATPase activity of NS3 is not affected. The syntheses and biological results are presented herein. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.12.012
• 作为产物：
  描述：

  氯化苄 、 1-羟基-2-萘甲酸 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以39%的产率得到benzyl 1-(benzyloxy)naphthalene-2-carboxylate
  参考文献：
  名称：

  UK-1 and structural analogs are potent inhibitors of hepatitis C virus replication

  摘要：

  The bacterial natural product UK-1 and several structural analogs inhibit replication of the hepatitis C virus in the replicon assay, with IC50 values as low as 0.50 mu M. The NS3 helicase has been identified as a possible target of inhibition for several of these compounds, while the remaining inhibitors act via an undetermined mechanism. Gel shift assays suggest that helicase inhibition is a direct result of inhibitor-enzyme binding as opposed to direct RNA binding, and the ATPase activity of NS3 is not affected. The syntheses and biological results are presented herein. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.12.012

文献信息

• Heterocyclic Benzoxazole Compositions as Inhibitors of Hepatitis C Virus
  申请人：Smith Paul

  公开号：US20120208856A1

  公开（公告）日：2012-08-16

  This invention relates to benzoxazole compounds, compositions and devices for delivering them, processes for manufacturing them, and methods of using them in the treatment of Hepatitis C Virus.

  本发明涉及苯并噁唑化合物、递送它们的组合物和装置、制造它们的过程，以及在治疗丙型肝炎病毒中使用它们的方法。
• Heterocyclic benzoxazole compositions as inhibitors of hepatitis C virus
  申请人：Smith Paul

  公开号：US08822515B2

  公开（公告）日：2014-09-02

  This invention relates to benzoxazole compounds, compositions and devices for delivering them, processes for manufacturing them, and methods of using them in the treatment of Hepatitis C Virus.

  这项发明涉及苯并噁唑化合物、递送它们的组合物和装置、制造它们的过程以及在治疗丙型肝炎病毒中使用它们的方法。
• Ring expansion reactions of PO-containing molecules
  作者：Zhongzhen Yang、Jerry K. F. Tam、Jack M. Wootton、Jason M. Lynam、William P. Unsworth

  DOI：10.1039/d3cc02087h

  日期：——

  A series of ring expansion reactions of PO-containing molecules have been developed for the synthesis of medium-sized ring cyclic phosphonate esters and phosphonamidates. The reactivity trends initially appear to be counter-intuitive, compared with more well established ring expansion reactions of lactam derivatives, but are explained by considering the differences in heteroatom bonding to P and C

  一系列含PO分子的扩环反应已被开发用于合成中等大小环的环状膦酸酯和膦酰胺酯。与更完善的内酰胺衍生物扩环反应相比，反应性趋势最初似乎是反直觉的，但可以通过考虑分别与 P 和 C 杂原子键合的差异来解释。
• BALANOIDS
  申请人：SPHINX PHARMACEUTICALS CORPORATION

  公开号：EP0687249A1

  公开（公告）日：1995-12-20
• US8822515B2
  申请人：——

  公开号：US8822515B2

  公开（公告）日：2014-09-02