5-ethynyl-1,1,2,3,3-pentamethylindane | 554402-81-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 5-ethynyl-1,1,2,3,3-pentamethylindane
• 英文别名: (2,3-dihydro-1,1,2,3,3-pentamethyl-5(1H)-indenyl)-ethyne；5-ethynyl-1,1,2,3,3-pentamethyl-2H-indene
• CAS: 554402-81-2
• 化学式: C₁₆H₂₀
• 分子量: 212.335
• InChiKey: FSNHFKDSKWEYAQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  5-ethynyl-1,1,2,3,3-pentamethylindane 在 palladium diacetate 、 [RuCl2(benzene)]2 PyPPh₂ 、 氢气 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 24.0h， 生成 (+)-(βR,2R)/(βR,2S)-β,1,1,2,3,3,-hexamethylindan-5-ethanol
  参考文献：
  名称：

  Asymmetric catalysis in fragrance chemistry: a new synthesis of Galaxolide®

  摘要：

  A new synthesis of the olfactorally active stereoisomers of the musk odorant Galaxolide is reported. The key step is the ruthenium-catalysed asymmetric hydrogenation of an a-aryl acrylic acid: asymmetric inductions up to 89% have been achieved using a catalytic system prepared in situ by mixing [Ru(benzene)Cl-2](2) with (S)-BINAP. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00538-4
• 作为产物：
  描述：

  5-bromo-1,1,2,3,3-pentamethylindane 在 palladium diacetate 哌啶 、 氢氧化钾 、 copper(l) iodide 、 三苯基膦 作用下， 以 异丙醇 为溶剂， 生成 5-ethynyl-1,1,2,3,3-pentamethylindane
  参考文献：
  名称：

  Asymmetric catalysis in fragrance chemistry: a new synthesis of Galaxolide®

  摘要：

  A new synthesis of the olfactorally active stereoisomers of the musk odorant Galaxolide is reported. The key step is the ruthenium-catalysed asymmetric hydrogenation of an a-aryl acrylic acid: asymmetric inductions up to 89% have been achieved using a catalytic system prepared in situ by mixing [Ru(benzene)Cl-2](2) with (S)-BINAP. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00538-4

文献信息

• Ester derivatives of diarylacetylenes, their compositions and their use
  申请人：BASF Aktiengesellschaft

  公开号：US04994489A1

  公开（公告）日：1991-02-19

  Novel diarylacetylenes of the formula I ##STR1## where A, R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 have the meanings stated in the description, are useful for the treatment of disorders.

  式I的新型二芳基乙炔衍生物，其中A、R.sup.1、R.sup.2、R.sup.3、R.sup.4、R.sup.5和R.sup.6的含义如描述中所述，可用于治疗疾病。
• Diarylacetylenes, their preparation and their use
  申请人：BASF Aktiengesellschaft

  公开号：US05256694A1

  公开（公告）日：1993-10-26

  Novel diarylacetylenes of the formula I ##STR1## where A, R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 have the meanings stated in the description, are useful for the treatment of disorders.

  式I的新颖二芳基乙炔化合物，其中A、R.sup.1、R.sup.2、R.sup.3、R.sup.4、R.sup.5和R.sup.6的含义如说明书中所述，可用于治疗疾病。
• Diarylacetylenes and their use in treating acne
  申请人：BASF Aktiengesellschaft

  公开号：US04806558A1

  公开（公告）日：1989-02-21

  Novel diarylacetylenes of the formula I ##STR1## where A, R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 have the meanings stated in the description, are useful for the treatment of dermatological disorders.

  式子I中的新型二芳基乙炔化合物，其中A，R.sup.1，R.sup.2，R.sup.3，R.sup.4，R.sup.5和R.sup.6的含义如描述中所述，可用于治疗皮肤病。
• Asymmetric catalysis in fragrance chemistry: a new synthesis of Galaxolide®
  作者：Alessandra Ciappa、Ugo Matteoli、Alberto Scrivanti

  DOI：10.1016/s0957-4166(02)00538-4

  日期：2002.10

  A new synthesis of the olfactorally active stereoisomers of the musk odorant Galaxolide is reported. The key step is the ruthenium-catalysed asymmetric hydrogenation of an a-aryl acrylic acid: asymmetric inductions up to 89% have been achieved using a catalytic system prepared in situ by mixing [Ru(benzene)Cl-2](2) with (S)-BINAP. (C) 2002 Elsevier Science Ltd. All rights reserved.