2-(3,4-dihydro-1-naphthalenyl)ethyl-4-methylphenylsulphonate | 4725-35-3

• 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: 2-(3,4-dihydro-1-naphthalenyl)ethyl-4-methylphenylsulphonate
• 英文别名: 2-(3,4-dihydronaphthalen-1-yl)ethyl 4-methylbenzenesulfonate；2-(3,4-dihydro-1-naphthalenyl)ethyl-4-methylphenylsulfonate；1-<2-p-Toluolsulfonyloxy)-ethyl>-3,4-dihydro-naphthalin；1-[2-p-Toluolsulfonyloxy)-ethyl]-3,4-dihydro-naphthalin
• CAS: 4725-35-3
• 化学式: C₁₉H₂₀O₃S
• 分子量: 328.432
• InChiKey: HUUSDAOJIMWCTI-UHFFFAOYSA-N

物化性质

• 熔点：
  51.5-53.0 °C
• 沸点：
  487.9±24.0 °C(Predicted)
• 密度：
  1.198±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(3,4-dihydro-1-naphthalenyl)ethyl-4-methylphenylsulphonate 在 sodium tetrahydroborate 、 potassium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.75h， 生成 13-aza-3-desoxy-9-hydroxy-18-norestrone
  参考文献：
  名称：

  Ramana, M. M. V.; Parihar, J. A.; Jaiswar, M. M., Journal of Chemical Research, Miniprint, 2003, # 12, p. 1249 - 1257

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(3,4-二氢萘-1-基)乙酸乙酯 在 吡啶 、 PEG-400 、 sodium tetrahydroborate 作用下， 以 氯仿 为溶剂， 反应 3.0h， 生成 2-(3,4-dihydro-1-naphthalenyl)ethyl-4-methylphenylsulphonate
  参考文献：
  名称：

  A new and convenient synthesis of 13,16-diazaestrone analogs

  摘要：

  Imidazolidine-2,4-dione was chemoselectively N-alkylated at the imidic NH with several 2-(3,4-dihydro-l-naph-thalenyl)ethyl-4-methylphenylsulphonates to give the corresponding imides for the first time which on selective reduction at one of the carbonyl groups followed by cyclization in PPA gave the corresponding title compounds. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00093-5

文献信息

• Alkylation of Pyrrolidine‐2,5‐dione with 2‐(3,4‐Dihydro‐1‐napthalenyl)ethyl‐4‐methylphenylsulphonates: A New and General Approach to 13‐Azaequilenin Analogs
  作者：J. A. Parihar、M. M. V. Ramana

  DOI：10.1081/scc-120027232

  日期：2004.12.31

  Pyrrolidine-2,5-dione was N-alkylated with three different 2-(3,4-dihydro-1-napthalenyl)ethyl-4-methylphenylsulphonates to give the corresponding seco-azasteroids which on chemoselective dehydrogenation, reduction with NaBH4 in MeOH at 0degreesC gave the corresponding 5-hydroxy-2-pyrrolidones. Intramolecular cyclization of these 5-hydroxy-2-pyrrolidones afforded the corresponding title compounds.
• Parihar; Jaiswar; Ramana, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2005, vol. 44, # 7, p. 1500 - 1504
  作者：Parihar、Jaiswar、Ramana

  DOI：——

  日期：——
• Phenol derivatives
  申请人：IMPERIAL CHEMICAL INDUSTRIES PLC

  公开号：EP0124369B1

  公开（公告）日：1987-06-24
• Ramana, M. M. V.; Parihar, J. A.; Jaiswar, M. M., Journal of Chemical Research, Miniprint, 2003, # 12, p. 1249 - 1257
  作者：Ramana, M. M. V.、Parihar, J. A.、Jaiswar, M. M.

  DOI：——

  日期：——
• A new and convenient synthesis of 13,16-diazaestrone analogs
  作者：J.A. Parihar、M.M.V. Ramana

  DOI：10.1016/s0040-4039(03)00093-5

  日期：2003.2

  Imidazolidine-2,4-dione was chemoselectively N-alkylated at the imidic NH with several 2-(3,4-dihydro-l-naph-thalenyl)ethyl-4-methylphenylsulphonates to give the corresponding imides for the first time which on selective reduction at one of the carbonyl groups followed by cyclization in PPA gave the corresponding title compounds. (C) 2003 Elsevier Science Ltd. All rights reserved.