methyl (+/-)-2-(1-methyl-1,2,3,4-tetrahydronaphthalen-1-yl)acetate | 56846-86-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: methyl (+/-)-2-(1-methyl-1,2,3,4-tetrahydronaphthalen-1-yl)acetate
• 英文别名: methyl 2-(1-methyl-1,2,3,4-tetrahydronaphthalen-1-yl)acetate；Methyl-1-methyl-tetralyl-1-acetat；methyl 2-(1-methyl-3,4-dihydro-2H-naphthalen-1-yl)acetate
• CAS: 56846-86-7
• 化学式: C₁₄H₁₈O₂
• 分子量: 218.296
• InChiKey: LRJXPYLEOMBYRX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.84
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  methyl (+/-)-2-(1-methyl-1,2,3,4-tetrahydronaphthalen-1-yl)acetate 在 lithium aluminium tetrahydride 、 双(三甲基硅烷基)氨基钾 、 cesium fluoride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Non-steroidal glucocorticoid agonists—The discovery of aryl pyrazoles as A-ring mimetics

  摘要：

  Starting from an established series of non-steroidal glucocorticoid receptor (GR) agonists, a large array was designed where a metabolically labile benzoxazinone moiety was replaced. Initial hits bound to GR but lacked agonist activity. Following two further iterations, potent GR agonists were discovered with 20D1E1 having NF kappa B agonism pIC(50) 8-8 (103%). Other analogues such as 23D1E1 display a dissociated profile (NF kappa B pIC(50) 8.1 (103%), MMTV pEC(50) 7.02 (36%)). The tetrahydronaphthalene moiety can also be replaced with substituted aryls such as 24E1 and 25E1. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.06.066
• 作为产物：
  描述：

  4-Methyl-4-carboxymethyl-tetralon-(1) 在 氢氧化钾 、 一水合肼 、 二乙二醇 作用下， 以 乙醚 为溶剂， 反应 2.0h， 生成 methyl (+/-)-2-(1-methyl-1,2,3,4-tetrahydronaphthalen-1-yl)acetate
  参考文献：
  名称：

  Palladium- vs. peroxide-promoted decarbonylation of neophyl-like aldehydes

  摘要：

  DOI：

  10.1021/jo00913a004

文献信息

• Tetrahydronaphthalene Derivatives by Amberlyst® 15-Promoted Friedel-Crafts Cyclizations
  作者：Richard A. Bunce、Andrew N. Cox

  DOI：10.1080/00304940903523553

  日期：2010.2.2
• Friedel–Crafts cyclization of tertiary alcohols using bismuth(III) triflate
  作者：Baskar Nammalwar、Richard A. Bunce

  DOI：10.1016/j.tetlet.2013.06.026

  日期：2013.8

  Bismuth(III) triflate [Bi(OTf)(3)] has been developed as an efficient and mild catalyst for intramolecular Friedel-Crafts cyclizations of tertiary alcohols to prepare disubstituted tetrahydronapthalenes, chromans, thiochromans, tetrahydroquinolines, and tetrahydroiso-quinolines. The method represents a unified strategy to synthesize a variety of ring systems from tertiary alcohols using a common Lewis acid. (C) 2013 Elsevier Ltd. All rights reserved.