2,2-trimethylene-3-buten-1-ol | 433219-81-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,2-trimethylene-3-buten-1-ol
• 英文别名: (1-vinylcyclobutyl)methanol；(1-Ethenylcyclobutyl)methanol；(1-ethenylcyclobutyl)methanol
• CAS: 433219-81-9
• 化学式: C₇H₁₂O
• 分子量: 112.172
• InChiKey: IPUGWUWLKYCSLS-UHFFFAOYSA-N

物化性质

• 沸点：
  149.3±9.0 °C(Predicted)
• 密度：
  1.030±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,2-trimethylene-3-buten-1-ol 在 2,6-二甲基吡啶 、 Schwartz's reagent 、 草酰氯 、 magnesium 、 二甲基亚砜 、 三乙胺 、 mercury dichloride 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 3.51h， 生成 (E)-1-iodo-4-(tert-butyldimethylsiloxy)-5,5-trimethylene-1,6-heptadiene
  参考文献：
  名称：

  Development of a highly selective EP2-receptor agonist. Part 1: identification of 16-hydroxy-17,17-trimethylene PGE2 derivatives

  摘要：

  Design and synthesis of an EP2-receptor selective agonist began with the chemical modification of alpha- and omega-chains of butaprost 1a, which exhibits an affinity for the IP-receptor. Two series of prostaglandin (PG) analogues with a 16-hydroxy-17,17-trimethylene moiety as an omega-chain were identified. Among those tested, 4a,b,e,f,h and 6a,b,e,f,h were found to be highly selective EP2-receptor agonists. Structure activity relationships are discussed. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00369-8
• 作为产物：
  描述：

  环丁基甲酸 在 吡啶 、 咪唑 、 sodium hydroxide 、 硼烷四氢呋喃络合物 、 碘 、 对甲苯磺酸 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三苯基膦 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 苯 为溶剂， 反应 36.75h， 生成 2,2-trimethylene-3-buten-1-ol
  参考文献：
  名称：

  Development of a highly selective EP2-receptor agonist. Part 1: identification of 16-hydroxy-17,17-trimethylene PGE2 derivatives

  摘要：

  Design and synthesis of an EP2-receptor selective agonist began with the chemical modification of alpha- and omega-chains of butaprost 1a, which exhibits an affinity for the IP-receptor. Two series of prostaglandin (PG) analogues with a 16-hydroxy-17,17-trimethylene moiety as an omega-chain were identified. Among those tested, 4a,b,e,f,h and 6a,b,e,f,h were found to be highly selective EP2-receptor agonists. Structure activity relationships are discussed. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00369-8

文献信息

• Tandem Prins/Wagner/Ritter process for the stereoselective synthesis of (3-oxabicyclo[4.2.0]octanyl)amide and (1-(5-aryltetrahydrofuran-3-yl)cyclobutyl)amide derivatives
  作者：B. V. Subba Reddy、K. Muralikrishna、J. S. Yadav、N. Jagdeesh Babu、K. Sirisha、A. V. S. Sarma

  DOI：10.1039/c5ob00031a

  日期：——

  selectivity, whereas (1-vinylcyclobutyl)methanol provides the corresponding (1-(5-aryltetrahydrofuran-3-yl)cyclobutyl)amides under similar conditions. This is the first report on the synthesis of oxabicycles through a sequential Prins/Wagner/Ritter process.

  醛，乙烯基环丙基甲醇和腈的三组分偶联在-40至0°C的二氯甲烷中，在10 mol％TMSOTf存在下，以高收率提供了一类新型的（3-氧杂双环[4.2.0]辛基）酰胺具有优异的选择性，而（1-乙烯基环丁基）甲醇在类似条件下提供了相应的（1-（5-芳基四氢呋喃-3-基）环丁基）酰胺。这是通过连续的Prins / Wagner / Ritter工艺合成草酸二环的第一份报告。
• Development of a highly selective EP2-receptor agonist. Part 1: identification of 16-hydroxy-17,17-trimethylene PGE2 derivatives
  作者：Kousuke Tani、Atsushi Naganawa、Akiharu Ishida、Kenji Sagawa、Hiroyuki Harada、Mikio Ogawa、Takayuki Maruyama、Shuichi Ohuchida、Hisao Nakai、Kigen Kondo、Masaaki Toda

  DOI：10.1016/s0968-0896(01)00369-8

  日期：2002.4

  Design and synthesis of an EP2-receptor selective agonist began with the chemical modification of alpha- and omega-chains of butaprost 1a, which exhibits an affinity for the IP-receptor. Two series of prostaglandin (PG) analogues with a 16-hydroxy-17,17-trimethylene moiety as an omega-chain were identified. Among those tested, 4a,b,e,f,h and 6a,b,e,f,h were found to be highly selective EP2-receptor agonists. Structure activity relationships are discussed. (C) 2002 Elsevier Science Ltd. All rights reserved.