7b-(4-methoxyphenyl)-1a,2,3,7b-tetrahydro-1-oxacyclopropa[a ]naphthalene | 1046113-15-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 7b-(4-methoxyphenyl)-1a,2,3,7b-tetrahydro-1-oxacyclopropa[a ]naphthalene
• 英文别名: 7b-(4-Methoxyphenyl)-1a,2,3,7b-tetrahydro-1-oxacyclopropa[a]naphthalene；7b-(4-methoxyphenyl)-2,3-dihydro-1aH-naphtho[1,2-b]oxirene
• CAS: 1046113-15-8
• 化学式: C₁₇H₁₆O₂
• 分子量: 252.313
• InChiKey: RAQCHCJQZNEYIK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  21.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  7b-(4-methoxyphenyl)-1a,2,3,7b-tetrahydro-1-oxacyclopropa[a ]naphthalene 在 zinc(II) iodide 作用下， 以 甲苯 为溶剂， 反应 1.0h， 生成 1-(p-methoxyphenyl)-2-tetralone
  参考文献：
  名称：

  Dynamic kinetic resolution–asymmetric transfer hydrogenation of 1-aryl-substituted cyclic ketones

  摘要：

  A range of 1-aryl-2-tetranols, and 1-phenyl-2-indanol, have been generated in high yield and enantiomeric excess from the corresponding racemic ketones, via a dynamic kinetic resolution-transfer hydrogenation process, using Ru(II)-TsDPEN in formic acid/triethylamine (5:2). This provides a potential entry to an asymmetric total synthesis of benzazepines such as Sch 39166. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00648-1
• 作为产物：
  描述：

  4-(4-甲氧基苯基)-1,2-二氢萘 在 碳酸氢钠 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 1.0h， 生成 7b-(4-methoxyphenyl)-1a,2,3,7b-tetrahydro-1-oxacyclopropa[a ]naphthalene
  参考文献：
  名称：

  Dynamic kinetic resolution–asymmetric transfer hydrogenation of 1-aryl-substituted cyclic ketones

  摘要：

  A range of 1-aryl-2-tetranols, and 1-phenyl-2-indanol, have been generated in high yield and enantiomeric excess from the corresponding racemic ketones, via a dynamic kinetic resolution-transfer hydrogenation process, using Ru(II)-TsDPEN in formic acid/triethylamine (5:2). This provides a potential entry to an asymmetric total synthesis of benzazepines such as Sch 39166. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00648-1

文献信息

• Process for the preparation of 1-aryl-3,4-dihydro-1H-naphthalene-2-one
  申请人：Takenaka Junji

  公开号：US20080200697A1

  公开（公告）日：2008-08-21

  1-aryl-3,4-dihydro-1H-naphthalene-2-one is prepared by isomerizing an epoxy compound represented by the following general formula, wherein a is an integer of 0 to 5, b is an integer of 0 to 4, and R 1 to R 6 are hydrogen atoms or substituents such as alkyl groups, in an organic solvent in the presence of magnesium sulfate. This process makes it possible to prepare the 1-aryl-3,4-dihydro-1H-naphthalene-2-one safely and in a high yield without using highly explosive compounds such as lithium perchlorate.

  1-芳基-3,4-二氢-1H-萘烯-2-酮是通过在有机溶剂中，在硫酸镁存在下，使下列一般式所表示的环氧化合物异构化而制备的，其中a是0至5的整数，b是0至4的整数，R1至R6是氢原子或如烷基等取代基。该过程使得能够在不使用高度爆炸性化合物（如过氯酸锂）的情况下，安全地高产率制备1-芳基-3,4-二氢-1H-萘烯-2-酮。
• Process for the preparation of 1-aryl-3, 4-dihydro-1h-napthalene-2-one
  申请人：Tokuyama Corporation

  公开号：EP1955992B1

  公开（公告）日：2011-11-23
• US7728154B2
  申请人：——

  公开号：US7728154B2

  公开（公告）日：2010-06-01
• Dynamic kinetic resolution–asymmetric transfer hydrogenation of 1-aryl-substituted cyclic ketones
  作者：Nathaniel J. Alcock、Inderjit Mann、Philip Peach、Martin Wills

  DOI：10.1016/s0957-4166(02)00648-1

  日期：2002.11

  A range of 1-aryl-2-tetranols, and 1-phenyl-2-indanol, have been generated in high yield and enantiomeric excess from the corresponding racemic ketones, via a dynamic kinetic resolution-transfer hydrogenation process, using Ru(II)-TsDPEN in formic acid/triethylamine (5:2). This provides a potential entry to an asymmetric total synthesis of benzazepines such as Sch 39166. (C) 2002 Elsevier Science Ltd. All rights reserved.