1-菲-3-基乙醇 | 7494-58-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 中文名称: 1-菲-3-基乙醇
• 英文名称: 1-(3-phenanthryl)ethanol
• 英文别名: 1-[3]phenanthryl-ethanol；(+/-)-1-[3]Phenanthryl-aethanol；1-[3]Phenanthryl-aethanol；(+/-)-1-Hydroxy-1-(phenanthryl-(3))-aethan；(+/-)-3-(1-Hydroxy-aethyl)-phenanthren；3-(1-Hydroxy-ethyl)-phenanthren；1-Phenanthren-3-ylethanol
• CAS: 7494-58-8
• 化学式: C₁₆H₁₄O
• 分子量: 222.287
• InChiKey: ZRWXPMQVCVDLPA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-菲-3-基乙醇 生成 1-(3-phenanthryl)ethanol
  参考文献：
  名称：

  Enantioselective acylation of alcohols catalyzed by lipase QL from Alcaligenes sp.: A predictive active site model for lipase QL to identify the faster reacting enantiomer of an alcohol in this acylation

  摘要：

  Lipase QL-catalyzed acylation of secondary alcohols using isopropenyl acetate as the acylating agent in diisopropyl ether gave preferentially the corresponding acetate with an R configuration. On the basis of the results, a predictive active site model for lipase QL is proposed for identifying which enantiomer of a secondary alcohol reacts faster in this reaction. (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00186-3
• 作为产物：
  描述：

  3-乙酰基菲 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以97%的产率得到1-菲-3-基乙醇
  参考文献：
  名称：

  菲基链烷酸，IV1)：丙酸的 2-、3- 和 9-菲基-和 9-氯-3-菲基衍生物的合成和抗炎活性

  摘要：

  菲乙醇 2a-d 通过乙酰基衍生物 1a-d 的还原得到，并通过菲乙基卤化物 3a-d 和 4b 转化为腈类 5a-d，其酸水解得到标题酸 6a-d。对角叉菜胶诱导的水肿测量这些酸的抗炎活性，发现是角叉菜胶诱导的水肿的 1/3 (6a)、1/43 (6b)、1/5 (6c) 和 1/7 (6d)粉布粉。

  DOI：

  10.1002/ardp.19903230412

文献信息

• Palladium-catalyzed substitution of esters of naphthylmethanols, 1-naphthylethanols, and analogues by sodium dimethyl malonate. Stereoselective synthesis from enantiomerically pure substrates
  作者：Jean-Yves Legros、Martial Toffano、Jean-Claude Fiaud

  DOI：10.1016/0040-4020(95)00061-c

  日期：1995.3

  The palladium-catalyzed substitution of carbonates of the titled alcohols was performed at lower temperature than the previously reported reaction of the corresponding acetates. The use of enantiomerically pure carbonates gave substitution products with overall retention of the configuration (up to 97%).

  钯催化的标题醇的碳酸酯的取代是在比先前报道的相应乙酸盐的反应更低的温度下进行的。对映体纯的碳酸盐的使用提供了具有整体保留构型（高达97％）的取代产物。
• Optical Resolution of 1-Arylethanols with a Condensed Aromatic Ring by Lipase from<i>Pseudomonas aeruginosa</i>
  作者：Katsuya Kato、Masato Katayama、Shozo Fujii、Hiroshi Kimoto

  DOI：10.1271/bbb.59.2178

  日期：1995.1

  Enantioselective syntheses of both enantiomers of l-arylethanols with a condensed aromatic ring have been done through acetylation of the racemic alcohols with vinyl acetate in the presence of a lipase from Pseudomonas aeruginosa (Toyobo, LIP). The lipase LIP showed high enantioselectivity and reactivity for the title compounds, reacted acetates, and remaining alcohols were obtained with high optical purity.

  在铜绿假单胞菌（Toyobo，LIP）的脂肪酶存在下，通过用乙酸乙烯酯乙酰化外消旋醇，完成了具有稠合芳环的 L-芳基乙醇的两种对映体的对映选择性合成。脂肪酶 LIP 对标题化合物、反应的乙酸酯和剩余的醇表现出高光学纯度的高对映选择性和反应性。
• DE2812542
  申请人：——

  公开号：——

  公开（公告）日：——
• Enantioselective acylation of primary and secondary alcohols catalyzed by lipase QL from Alcaligenes sp.: A predictive active site model for lipase QL to identify which enantiomer of an alcohol reacts faster in this acylation
  作者：Koichiro Naemura、Masaki Murata、Rie Tanaka、Masashi Yano、Keiji Hirose、Yoshito Tobe

  DOI：10.1016/0957-4166(96)00429-6

  日期：1996.11

  Lipase QL (from Alcaligenes sp.)-catalyzed acylation of alcohols using isopropenyl acetate as the acylating agent in diisopropyl ether converted preferentially primary alcohols with an S configuration and secondary alcohols with an R configuration into the corresponding homochiral acetates. On the basis of observed enantiomer selectivities, a predictive active site model for lipase QL is proposed for identifying which enantiomer of a primary or a secondary alcohol reacts faster in this acylation. Copyright (C) 1996 Published by Elsevier Science Ltd
• Studies in the Phenanthrene Series. V. 9-Acetylphenanthrene. Reduction Products of 2-, 3- and 9-Acetylphenanthrenes¹
  作者：Erich Mosettig、Jacob van de Kamp

  DOI：10.1021/ja01335a071

  日期：1933.8