2-methoxy-2-phenylethyl 4-methylbenzenesulfonate | 55163-71-8

• 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-methoxy-2-phenylethyl 4-methylbenzenesulfonate
• 英文别名: 1-methoxy-1-phenyl-2-(toluene-4-sulfonyloxy)-ethane；1-Methoxy-1-phenyl-2-(toluol-4-sulfonyloxy)-aethan；2-Methoxy-2-phenylethyl-tosylat；2-Methoxy-2-phenylethyl 4-methylbenzene-1-sulfonate；(2-methoxy-2-phenylethyl) 4-methylbenzenesulfonate
• CAS: 55163-71-8
• 化学式: C₁₆H₁₈O₄S
• 分子量: 306.383
• InChiKey: SLGJXFGDRSSEBP-UHFFFAOYSA-N

物化性质

• 沸点：
  444.5±40.0 °C(Predicted)
• 密度：
  1.203±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  61
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-methoxy-2-phenylethyl 4-methylbenzenesulfonate 在 potassium fluoride 作用下， 以 二乙二醇 为溶剂， 反应 24.0h， 以68%的产率得到fluoro-1, methoxy-2, phenyl-2 ethane
  参考文献：
  名称：

  Synthese et proprietes d'ethers β-monofluores

  摘要：

  DOI：

  10.1016/s0022-1139(00)82301-5
• 作为产物：
  描述：

  对甲苯磺酰氯 、 alkaline earth salt of/the/ methylsulfuric acid 生成 2-methoxy-2-phenylethyl 4-methylbenzenesulfonate
  参考文献：
  名称：

  Neighboring Carbon and Hydrogen. XV. Rearrangement as a Sequel to Neighboring Functional Group Participation. Solvolysis of 2-Methyl-2-methoxy-1-propyl p-Bromobenzenesulfonate

  摘要：

  DOI：

  10.1021/ja01097a043

文献信息

• [EN] MUSCARINIC AGONISTS<br/>[FR] AGONISTES MUSCARINIQUES
  申请人：LILLY CO ELI

  公开号：WO2004094363A1

  公开（公告）日：2004-11-04

  The present invention relates to compounds of Formula (I): which are agonists of the M-1 muscarinic receptor.

  本发明涉及以下式（I）的化合物，它们是M-1肌胆碱受体的激动剂。
• Muscarinic agonists
  申请人：Allen Rebecca Jennifer

  公开号：US20060178438A1

  公开（公告）日：2006-08-10

  The present invention relates to compounds of Formula (I): which are agonists of the M-1 muscarinic receptor.

  本发明涉及式（I）的化合物，该化合物是M-1肌动蛋白受体的激动剂。
• Novel N-normetazocine Derivatives with Opioid Agonist/Sigma-1 Receptor Antagonist Profile as Potential Analgesics in Inflammatory Pain
  作者：Rita Turnaturi、Santina Chiechio、Lorella Pasquinucci、Salvatore Spoto、Giuliana Costanzo、Maria Dichiara、Silvia Piana、Margherita Grasso、Emanuele Amata、Agostino Marrazzo、Carmela Parenti

  DOI：10.3390/molecules27165135

  日期：——

  naloxone-reversed analgesic effect. The σ1R selective compound (+)-2R/S-LP2 (7), at 5.0 mg/kg i.p., decreased the second phase of the formalin test, showing an antagonist σ1R profile. The multitarget or single target profile of assayed N-normetazocine derivatives could represent a promising pharmacological strategy to enhance opioid potency and/or increase the safety margin.

  尽管阿片类药物和非甾体类抗炎药 (NSAID) 是治疗持续性疼痛最常用的药物；它们已显示出许多副作用。具有μ阿片受体/δ阿片受体（MOR/DOR）活性的新型镇痛药的开发代表了MOR选择性化合物的有前途的替代品。此外，新机制，例如 sigma-1 受体 (σ 1 R) 拮抗作用，可能是一种阿片类药物佐剂策略。先前合成的 MOR/DOR 激动剂 (−)-2 R / S -LP2 ( 1 )、(−)-2 R -LP2 ( 2 ) 和 (−)-2 的体外 σ 1 R 和 σ 2 R 谱测定S -LP2( 3 )。为了研究N -去甲他佐辛立体化学的关键作用，我们还合成了 (+)-2 R / S -LP2 ( 7 )、(+)-2 R -LP2 ( 8 ) 和 (+)-2 S -LP2 ( 9 )化合物。 (−)-2 R / S -LP2 ( 1 )、(−)-2 R -LP2 ( 2 ) 和 (−)-2
• Catalytic Regioselective Sulfonylation of α-Chelatable Alcohols:  Scope and Mechanistic Insight
  作者：Michael J. Martinelli、Rajappa Vaidyanathan、Joseph M. Pawlak、Naresh K. Nayyar、Ulhas P. Dhokte、Christopher W. Doecke、Lisa M. H. Zollars、Eric D. Moher、Vien Van Khau、Berta Košmrlj

  DOI：10.1021/ja016031r

  日期：2002.4.1

  This paper describes a convenient protocol for the regioselective sulfonylation of alpha-chelatable alcohols. Typically, the reaction of alpha-heterosubstituted alcohols with 1 equiv of p-TsCl and 1 equiv of Et3N in the presence of 2 mol % of Bu2SnO leads to rapid, regioselective, and exclusive monotosylation. The pKa of the amine was correlated to the reaction rate. A plausible mechanism for this reaction has been proposed on the basis of Sn-119 NMR studies.
• Dibutyltin Oxide Catalyzed Selective Sulfonylation of α-Chelatable Primary Alcohols
  作者：Michael J. Martinelli、Naresh K. Nayyar、Eric D. Moher、Ulhas P. Dhokte、Joseph M. Pawlak、Rajappa Vaidyanathan

  DOI：10.1021/ol990658l

  日期：1999.8.1

  The reaction of substituted glycols with catalytic dibutyltin oxide, stoichiometric p-toluenesulfonyl chloride, and triethylamine in CH2Cl2 resulted in the complete and rapid sulfonylation at the primary alcohol, The alpha-heterosubstituted primary alcohol moiety appeared optimal for best results, supporting the intermediacy of a five-membered chelate, The role of the amine is discussed, in addition to catalyst requirements and solvent effects.