1-(1-苯基乙基)环戊烷-1-醇 | 5454-90-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(1-苯基乙基)环戊烷-1-醇
• 英文名称: 1-(1-phenylethyl)cyclopentanol
• 英文别名: 1-(1-phenyl-ethyl)-cyclopentanol；1-(1-Phenyl-aethyl)-cyclopentanol；1-(1-phenylethyl)cyclopentan-1-ol
• CAS: 5454-90-0
• 化学式: C₁₃H₁₈O
• 分子量: 190.285
• InChiKey: ZUXWCLWBVFYFCG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-甲基-2-苯基-1,3-二氧戊环 、 环戊酮 在 萘 、 lithium 作用下， 生成 1-(1-苯基乙基)环戊烷-1-醇
  参考文献：
  名称：

  Reductive opening of 2-phenyl-1,3-dioxolanes by a naphthalene-catalysed lithiation: synthetic applications

  摘要：

  The reaction of 2-phenyl-1,3-dioxolanes 1a,b with an excess of lithium powder in the presence of a catalytic amount of naphthalene (4 mol %) in tetrahydrofuran at -40-degrees-C followed by successive reaction with an electrophile and final hydrolysis with water at the same temperature yields the corresponding monoprotected 1,2-diols 2aa-2bf. The same process but allowing to rise the temperature to 20-degrees-C before the hydrolysis affords alcohols 3aa-3bd. The use of 2,2-diphenyl-1,3-dioxolane 1d, under similar reaction conditions as for compounds 2, permits the isolation of 2,2-diphenylalcohols 11da-11dc, resulting from the reaction with two different electrophiles. A mechanistic rationalization for all processes is given.

  DOI：

  10.1016/s0040-4020(01)80223-4

文献信息

• Reactivity of the secondary benzylic Grignard reagent from 1-phenylethyl chloride with aldehydes and ketones. More evidence for the rearrangement mechanism in benzyl Grignard reactions
  作者：Claude Bernardon

  DOI：10.1016/0022-328x(89)87200-6

  日期：1989.5

  the reaction of the Grignard reagent from benzyl chloride with aldehydes has been obtained from a study of the interaction of the Grignard reagent from 1-phenylethyl chloride with carbonyl compounds. This Grignard reagent reacts with ketones (except non-enolisable ketones) to give normal alcohols in low yields, and with aldehydes to give diols. However, in contrast to that formed in the reaction of

  通过对1-苯乙基氯与羰基化合物的格氏试剂的相互作用的研究，获得了先前提出的用于解释格利雅试剂从苄基氯与醛反应中二醇形成的机理的其他证据。这种格氏试剂与酮（不可烯醇化的酮除外）反应以低产率得到正构醇，并与醛反应得到二醇。但是，与氯化苄基镁反应中形成的相反，在某些情况下可以分离出由相应醇盐的重排形成的不稳定的三烯醇，并将其作为主要产物，从而提供了确证的证据，表明该反应中存在最初的可逆重排。的格氏试剂与羰基化合物的反应
• NOVEL COMPOUNDS THAT ARE ERK INHIBITORS
  申请人：WILSON Kevin J.

  公开号：US20150258074A1

  公开（公告）日：2015-09-17

  Disclosed are the ERK inhibitors of formula (1.0), having a pyrazolopyridine base structure, and the pharmaceutically acceptable salts thereof. Also disclosed are methods of treating cancer using the compounds of formula (1.0).

  本发明揭示了具有吡唑吡啶基础结构的公式（1.0）的ERK抑制剂及其药学上可接受的盐。本发明还揭示了使用公式（1.0）的化合物治疗癌症的方法。
• The Demyanov Ring Expansion. II. Comparison of the Expansion of Five- and Six-Membered Rings¹
  作者：Peter A. S. Smith、Donald R. Baer、Seyhan N. Ege

  DOI：10.1021/ja01647a017

  日期：1954.9
• US9226922B2
  申请人：——

  公开号：US9226922B2

  公开（公告）日：2016-01-05
• Reductive opening of 2-phenyl-1,3-dioxolanes by a naphthalene-catalysed lithiation: synthetic applications
  作者：Juan F. Gil、Diego J. Ramón、Miguel Yus

  DOI：10.1016/s0040-4020(01)80223-4

  日期：——

  The reaction of 2-phenyl-1,3-dioxolanes 1a,b with an excess of lithium powder in the presence of a catalytic amount of naphthalene (4 mol %) in tetrahydrofuran at -40-degrees-C followed by successive reaction with an electrophile and final hydrolysis with water at the same temperature yields the corresponding monoprotected 1,2-diols 2aa-2bf. The same process but allowing to rise the temperature to 20-degrees-C before the hydrolysis affords alcohols 3aa-3bd. The use of 2,2-diphenyl-1,3-dioxolane 1d, under similar reaction conditions as for compounds 2, permits the isolation of 2,2-diphenylalcohols 11da-11dc, resulting from the reaction with two different electrophiles. A mechanistic rationalization for all processes is given.