(+)-(6S,7R)-1-ethynyl-5,6,7,8-tetrahydro-6,7-naphthalenediol | 685510-31-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: (+)-(6S,7R)-1-ethynyl-5,6,7,8-tetrahydro-6,7-naphthalenediol
• 英文别名: (2S,3R)-5-ethynyl-1,2,3,4-tetrahydronaphthalene-2,3-diol
• CAS: 685510-31-0
• 化学式: C₁₂H₁₂O₂
• 分子量: 188.226
• InChiKey: OKCCGACSEYFPHX-NWDGAFQWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (+)-(6S,7R)-1-ethynyl-5,6,7,8-tetrahydro-6,7-naphthalenediol 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 四丁基氟化铵 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 苯 为溶剂， 反应 4.0h， 生成 (+)-(6S,7R,6'S,7'R)-1-[1-(4,6,7-trihydroxy-5,6,7,8-tetrahydronaphthyl)]-2-[1'-(6',7'-dihydroxy-5',6',7',8'-tetrahydronaphthyl)]ethyne
  参考文献：
  名称：

  Enantioselective synthesis of the individual stereoisomers of a brassinolide mimetic

  摘要：

  The syntheses of all four stereoisomers of a nonsteroidal mimetic of the phytohormone brassinolide are reported. These re: (+)-(6S,7R,6'S,7'R)-, (-)-(6R,7S,6'R,7'S)-, (+)-(6S,7R,6'R,7'S)-, and (-)-(6R,7S,6'S,7'R)-1-[1-(4,6,7-trihydroxy-5,6,7,8-tetrahydronaphthyl)]-2-[1'-(6',7'-dihydroxy-5',6',7',8'-tetrahydronaphthyl)]ethyne. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.01.029
• 作为产物：
  描述：

  (+)-(6S,7R)-6,7-bis[(S)-O-acetylmandeloxy]-1-iodo-5,6,7,8-tetrahydronaphthalene 在 bis-triphenylphosphine-palladium(II) chloride 氢氧化钾 、 copper(l) iodide 、 三乙胺 作用下， 以 甲醇 、 苯 为溶剂， 反应 4.0h， 生成 (+)-(6S,7R)-1-ethynyl-5,6,7,8-tetrahydro-6,7-naphthalenediol
  参考文献：
  名称：

  Enantioselective synthesis of the individual stereoisomers of a brassinolide mimetic

  摘要：

  The syntheses of all four stereoisomers of a nonsteroidal mimetic of the phytohormone brassinolide are reported. These re: (+)-(6S,7R,6'S,7'R)-, (-)-(6R,7S,6'R,7'S)-, (+)-(6S,7R,6'R,7'S)-, and (-)-(6R,7S,6'S,7'R)-1-[1-(4,6,7-trihydroxy-5,6,7,8-tetrahydronaphthyl)]-2-[1'-(6',7'-dihydroxy-5',6',7',8'-tetrahydronaphthyl)]ethyne. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.01.029

文献信息

• Non-steroidal mimetics of brassinolide
  申请人：——

  公开号：US20020115570A1

  公开（公告）日：2002-08-22

  Non steroidal mimetics or analogues of brassinosteroids such as brassinolide include two bicyclic subunits each having a vicinal diol group and a polar unit and linked by a linking moiety such that the vicinal diol groups and polar unit are closely superimposable on corresponding functional groups in the brassinosteroid.

  非类固醇类植物生长素拟拟物或类似物，如油菜素内酯的拟拟物包括两个具有邻二醇基团和极性单元的双环亚基，通过连接基团连接在一起，使得邻二醇基团和极性单元与油菜素内酯中对应的功能基团紧密重叠。
• US6667278B2
  申请人：——

  公开号：US6667278B2

  公开（公告）日：2003-12-23
• Enantioselective synthesis of the individual stereoisomers of a brassinolide mimetic
  作者：Thomas G. Back、Michael A. Bey、Masood Parvez、Richard P. Pharis

  DOI：10.1016/j.tetasy.2004.01.029

  日期：2004.3

  The syntheses of all four stereoisomers of a nonsteroidal mimetic of the phytohormone brassinolide are reported. These re: (+)-(6S,7R,6'S,7'R)-, (-)-(6R,7S,6'R,7'S)-, (+)-(6S,7R,6'R,7'S)-, and (-)-(6R,7S,6'S,7'R)-1-[1-(4,6,7-trihydroxy-5,6,7,8-tetrahydronaphthyl)]-2-[1'-(6',7'-dihydroxy-5',6',7',8'-tetrahydronaphthyl)]ethyne. (C) 2004 Elsevier Ltd. All rights reserved.