3-(2-(benzyloxy)ethyl)cyclobutanone | 862307-21-9

• 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-(2-(benzyloxy)ethyl)cyclobutanone
• 英文别名: 3-(2-benzyloxyethyl)cyclobutanone；3-(benzyloxyethyl)cyclobutanone；3-(2-phenylmethoxyethyl)cyclobutan-1-one
• CAS: 862307-21-9
• 化学式: C₁₃H₁₆O₂
• 分子量: 204.269
• InChiKey: VZNDMIXOMCHKPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2918300090

反应信息

• 作为反应物：
  描述：

  3-(2-(benzyloxy)ethyl)cyclobutanone 在 palladium on activated charcoal 盐酸 、 potassium cyanide 、 sodium hydroxide 、 四溴化碳 、 氢气 、 对甲苯磺酸 、 三苯基膦 、 PEG-600 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 、 苯 为溶剂， 反应 9.0h， 生成 2-乙烯基-5,7-二氮杂螺[3.4]辛烷-6,8-二酮
  参考文献：
  名称：

  Synthesis of a boronated amino acid as a potential neutron therapy agent: 1-amino-3-[(dihydroxyboryl)ethyl]cyclobutanecarboxylic acid

  摘要：

  A novel boronated aminocyclobutanecarboxylic acid was synthesized in 10 steps for potential use in neutron capture therapy. The molecule was modeled after the unnatural amino acid 1-aminocyclobutanecarboxylic acid, which has shown high uptake in brain tumors. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.04.130
• 作为产物：
  描述：

  [(3-丁烯-1-基氧基)甲基]苯 在 锌铜偶 、 溶剂黄146 、 锌 、 三氯氧磷 作用下， 以 乙醚 为溶剂， 生成 3-(2-(benzyloxy)ethyl)cyclobutanone
  参考文献：
  名称：

  Synthesis of a boronated amino acid as a potential neutron therapy agent: 1-amino-3-[(dihydroxyboryl)ethyl]cyclobutanecarboxylic acid

  摘要：

  A novel boronated aminocyclobutanecarboxylic acid was synthesized in 10 steps for potential use in neutron capture therapy. The molecule was modeled after the unnatural amino acid 1-aminocyclobutanecarboxylic acid, which has shown high uptake in brain tumors. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.04.130

文献信息

• Synthesis of a Variety of 2-Alkyl-2-Azabicyclo[3.1.1]heptane-1-carbonitriles via a Dynamic Addition-Intramolecular Substitution Sequence
  作者：Christian Stevens、Ann De Blieck

  DOI：10.1055/s-0030-1260811

  日期：2011.7

  An improved two-step synthetic approach towards 3-(2-chloroethyl) cyclobutanone is described and used in the synthesis of a class of 2-alkyl-2-azabicyclo[3.1.1]heptane-1-carbonitriles. The key step consists of a reversible addition of hydrogen cyanide onto the in situ generated imines, followed by an intramolecular nucleophilic substitution, thereby leading to the bicyclic skeleton in moderate to good

  描述了一种改进的 3-(2-氯乙基) 环丁酮的两步合成方法，并用于合成一类 2-烷基-2-氮杂双环 [3.1.1] 庚烷-1-腈。关键步骤包括将氰化氢可逆地添加到原位生成的亚胺上，然后进行分子内亲核取代，从而以中等至良好的产率 (47-92%) 生成双环骨架。这些双环化合物是稳定的，使用氢化铝锂可以很容易地将引入的氰基以高产率 (93-99%) 还原为相应的氨基甲基。
• Oxidative Rearrangement of Spiro Cyclobutane Cyclic Aminals: Efficient Construction of Bicyclic Amidines
  作者：Kenichi Murai、Hideyuki Komatsu、Ryu Nagao、Hiromichi Fujioka

  DOI：10.1021/ol203313n

  日期：2012.2.3

  A new rearrangement reaction of spirocyclic cyclobutane N-halo aminals is described. This process, promoted by treatment of the aminals with N-halosuccinimides (NXS, X = Br or Cl), efficiently produces bicyclic amidines by a pathway involving initial N-halogenation of one of the aminal nitrogens followed by cyclobutane ring expansion through 1,2-C-to-N migration with simultaneous N–X bond cleavage

  描述了螺环环丁烷N-卤代缩醛的新的重排反应。通过用N-卤代琥珀酰亚胺（NXS，X = Br或Cl）处理氨基缩醛来促进这一过程，该方法通过涉及一个氨基氮原子的初始N-卤化然后环丁烷环膨胀到1,2的途径有效地产生了双环am从C到N的迁移，同时发生N–X键断裂。
• 2' and 3'- substituted cyclobutyl nucleoside analogs for the treatment of viral infections and abnormal cellular proliferation
  申请人：Liotta C. Dennis

  公开号：US20060223835A1

  公开（公告）日：2006-10-05

  Provided are cyclobutyl nucleosides and methods for their use in treatment of infections including Retroviridae (including HIV), Hepadnaviridae (including HBV), or Flaviviridae (including BVDV and HCV) infection, or conditions related to abnormal cellular proliferation, in a host, including animals, and especially humans.

  提供环丁基核苷和它们的使用方法，用于治疗感染，包括Retroviridae（包括HIV），Hepadnaviridae（包括HBV）或Flaviviridae（包括BVDV和HCV）感染，或与异常细胞增殖有关的病症，在宿主（包括动物，尤其是人类）中使用。
• 2′ and 3′-substituted cyclobutyl nucleoside analogs for the treatment viral infections and abnormal cellular proliferation
  申请人：Emory University

  公开号：US08114994B2

  公开（公告）日：2012-02-14

  Provided are cyclobutyl nucleosides and methods for their use in treatment of infections including Retroviridae (including HIV), Hepadnaviridae (including HBV), or Flaviviridae (including BVDV and HCV) infection, or conditions related to abnormal cellular proliferation, in a host, including animals, and especially humans.

  提供了环丁基核苷和其在治疗感染，包括逆转录病毒科（包括HIV）、乙型肝炎病毒科（包括HBV）或黄病毒科（包括BVDV和HCV）感染，或与异常细胞增殖相关的疾病条件中的应用方法，适用于宿主，包括动物，尤其是人类。
• 2′ and 3′-substituted cyclobutyl nucleoside analogs for the treatment of viral infections and abnormal cellular proliferation
  申请人：Emory University

  公开号：US07495006B2

  公开（公告）日：2009-02-24

  Provided are cyclobutyl nucleosides and methods for their use in treatment of infections including Retroviridae (including HIV), Hepadnaviridae (including HBV), or Flaviviridae (including BVDV and HCV) infection, or conditions related to abnormal cellular proliferation, in a host, including animals, and especially humans.

  提供了环丁基核苷和它们在治疗感染，包括Retroviridae（包括HIV），Hepadnaviridae（包括HBV）或Flaviviridae（包括BVDV和HCV）感染或与异常细胞增殖有关的病症方面的使用方法，适用于宿主，包括动物，尤其是人类。