4-(methoxymethyl)-2,3-dihydro-1H-inden-1-one | 67864-40-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 4-(methoxymethyl)-2,3-dihydro-1H-inden-1-one
• 英文别名: 4-Methoxymethyl-1-indanon；4-(Methoxymethyl)-2,3-dihydroinden-1-one
• CAS: 67864-40-8
• 化学式: C₁₁H₁₂O₂
• 分子量: 176.215
• InChiKey: NTPXMHVUCDDIHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(methoxymethyl)-2,3-dihydro-1H-inden-1-one 在 盐酸 、 sodium tetrahydroborate 、 氯化亚砜 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 31.5h， 生成 2-(4-(methoxymethyl)-2,3-dihydro-1H-inden-1-yl)-1H-imidazole
  参考文献：
  名称：

  A concise synthesis of chiral indanes as α 1A adrenoceptor partial agonists

  摘要：

  The synthesis of a series of chiral indanes with reported am partial agonist activity is outlined, applying a rhodium catalysed cyclisation for template construction. This method was extended to the asymmetric synthesis of lead compound PF-03774076 (1) which was prepared on >20 g scale in seven steps. Highlights include Rh-mediated cyclocarbonylation and an asymmetric alkene hydrogenation. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.10.004
• 作为产物：
  描述：

  1-iodo-2-(methoxymethyl)benzene 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 chloro(1,5-cyclooctadiene)rhodium(I) dimer 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 20.0~160.0 ℃ 、6.89 MPa 条件下， 反应 19.0h， 生成 4-(methoxymethyl)-2,3-dihydro-1H-inden-1-one
  参考文献：
  名称：

  A concise synthesis of chiral indanes as α 1A adrenoceptor partial agonists

  摘要：

  The synthesis of a series of chiral indanes with reported am partial agonist activity is outlined, applying a rhodium catalysed cyclisation for template construction. This method was extended to the asymmetric synthesis of lead compound PF-03774076 (1) which was prepared on >20 g scale in seven steps. Highlights include Rh-mediated cyclocarbonylation and an asymmetric alkene hydrogenation. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.10.004

文献信息

• A concise synthesis of chiral indanes as α 1A adrenoceptor partial agonists
  作者：Lee R. Roberts、Matthew S. Corbett、Steven J. Fussell、Laure Hitzel、Alan S. Jessiman、Helen J. Mason、Rachel Osborne、Michael J. Ralph、Adam S.D. Stennett、Simon Wheeler、R. Ian Storer

  DOI：10.1016/j.tetlet.2015.10.004

  日期：2015.11

  The synthesis of a series of chiral indanes with reported am partial agonist activity is outlined, applying a rhodium catalysed cyclisation for template construction. This method was extended to the asymmetric synthesis of lead compound PF-03774076 (1) which was prepared on >20 g scale in seven steps. Highlights include Rh-mediated cyclocarbonylation and an asymmetric alkene hydrogenation. (C) 2015 Elsevier Ltd. All rights reserved.