1-(2-Phenylsulfanyl-ethyl)-cyclopentanol | 114694-23-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1-(2-Phenylsulfanyl-ethyl)-cyclopentanol
• 英文别名: Cyclopentanol, 1-[2-(phenylthio)ethyl]-；1-(2-phenylsulfanylethyl)cyclopentan-1-ol
• CAS: 114694-23-4
• 化学式: C₁₃H₁₈OS
• 分子量: 222.351
• InChiKey: KFMVFSHDHPWLTC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  45.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(2-Phenylsulfanyl-ethyl)-cyclopentanol 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 1-(2-Benzenesulfonyl-ethyl)-cyclopentanol
  参考文献：
  名称：

  Novel convergent synthesis of side-chain-modified analogs of 1.alpha.,25-dihydroxycholecalciferol and 1.alpha.,25-dihydroxyergocalciferol

  摘要：

  DOI：

  10.1021/jo00250a009
• 作为产物：
  描述：

  1-(2-羟基乙基)环戊醇 在 吡啶 、 potassium tert-butylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 1-(2-Phenylsulfanyl-ethyl)-cyclopentanol
  参考文献：
  名称：

  Novel convergent synthesis of side-chain-modified analogs of 1.alpha.,25-dihydroxycholecalciferol and 1.alpha.,25-dihydroxyergocalciferol

  摘要：

  DOI：

  10.1021/jo00250a009

文献信息

• Synthesis and Applications of Tetrahydrofuran-Stable Substituted (3-Lithioxyalkyl)- and (4-Lithioxyalkyl)lithiums, Modified with Magnesium 2-Ethoxyethoxide
  作者：Ioannis D. Kostas、Constantinos G. Screttas

  DOI：10.1021/jo9703010

  日期：1997.8.1

  Substituted hydroxyalkyl phenyl sulfides 3 have been synthesized from the corresponding allylic or homoallylic alcohols 2. Regiospecific cleavage of the C-SPh bond of the sulfides 3 by lithium dispersion in tetrahydrofuran (THF) led to the synthesis of substituted (3-lithioxyalkyl)- and (4-lithioxyalkyl)lithiums 4, most of which share the omega carbon with a carbocyclic ring. The organolithiums were modified with magnesium 2-ethoxyethoxide in order to suppress their reactivity toward THF cleavage, thus offering the advantage of preparing storable ethereal solutions of certain types of (lithioxyalkyl)lithiums. This strategy appears to be of rather broad scope. The functionalized organolithiums prepared in this way react normally with electrophilic reagents with yields in the range 35-55%. Thus, carboxylations of 4 yielded lactones 5, some of which are natural products, while reactions of 4 with benzophenone and cyclic ketones yielded 1,4- and 1,5-diols 6 and 7, respectively.
• KUTNER, ANDRZEJ;PERLMAN, KATO L.;LAGO, AMPARO;SICINSKI, RAFAL R.;SCHNOES,+, J. ORG. CHEM., 53,(1988) N 15, 3450-3457
  作者：KUTNER, ANDRZEJ、PERLMAN, KATO L.、LAGO, AMPARO、SICINSKI, RAFAL R.、SCHNOES,+

  DOI：——

  日期：——
• Novel convergent synthesis of side-chain-modified analogs of 1.alpha.,25-dihydroxycholecalciferol and 1.alpha.,25-dihydroxyergocalciferol
  作者：Andrzej Kutner、Kato L. Perlman、Amparo Lago、Heinrich K. Schnoes、H. F. DeLuca、Rafal R. Sicinski

  DOI：10.1021/jo00250a009

  日期：1988.7