(2R,4S)-4-p-Tolyloxy-pentan-2-ol | 724432-60-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (2R,4S)-4-p-Tolyloxy-pentan-2-ol
• 英文别名: (2R,4S)-4-(4-methylphenoxy)pentan-2-ol
• CAS: 724432-60-4
• 化学式: C₁₂H₁₈O₂
• 分子量: 194.274
• InChiKey: PMXUMPQXUVODEY-MNOVXSKESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2R,4S)-4-p-Tolyloxy-pentan-2-ol 在 mercury(II) diacetate 作用下， 以 正戊烷 为溶剂， 反应 47.0h， 生成
  参考文献：
  名称：

  Asymmetric meta-arene–alkene photocycloaddition controlled by a 2,4-pentanediol tether

  摘要：

  Photo-irradiation of a substrate having phenyl and vinyl groups resulted in a stereocontrolled meta-arene-alkene cycloaddition when the two groups were connected by a chiral 2,4-pentanediol tether. The regioselectivity during the ring closing step after the initial addition was dependent on the stereochemistry of the tether and the photolysis conditions. The substrate bearing a p-tolyl or 3,5-xylyl group instead of the phenyl also underwent strict stereocontrolled addition. In the case of the o- and m-tolyl substrates, the regioselectivity due to the unsymmetric substitution of the arene moiety was also fully controlled. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.03.017
• 作为产物：
  描述：

  对甲酚 、 (2R,4R)-pentanediol 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以92.2%的产率得到(2R,4S)-4-p-Tolyloxy-pentan-2-ol
  参考文献：
  名称：

  Asymmetric meta-arene–alkene photocycloaddition controlled by a 2,4-pentanediol tether

  摘要：

  Photo-irradiation of a substrate having phenyl and vinyl groups resulted in a stereocontrolled meta-arene-alkene cycloaddition when the two groups were connected by a chiral 2,4-pentanediol tether. The regioselectivity during the ring closing step after the initial addition was dependent on the stereochemistry of the tether and the photolysis conditions. The substrate bearing a p-tolyl or 3,5-xylyl group instead of the phenyl also underwent strict stereocontrolled addition. In the case of the o- and m-tolyl substrates, the regioselectivity due to the unsymmetric substitution of the arene moiety was also fully controlled. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.03.017

文献信息

• AZODICARBOXYLIC ACID BIS(2-ALKOXYETHYL) ESTER COMPOUND, AND PRODUCTION INTERMEDIATE THEREOF
  申请人：HAGIYA Kazutake

  公开号：US20110028701A1

  公开（公告）日：2011-02-03

  Provided is an industrially safe and useful azodicarboxylic acid bis(2-alkoxyethyl) ester compound that is useful for the Mitsunobu reaction in which it is used in combination with a phosphorus compound to carry out a dehydration condensation reaction, and also useful as an oxidizing agent, and a starting material for various synthetic processes. Also provided are a production intermediate of the above-described compound, and methods for producing these compounds. An azodicarboxylic acid bis(2-alkoxyethyl) ester compound represented by formula (1); wherein A represents an alkyl group having 1 to 10 carbon atoms.

  提供了一种工业上安全且有用的偶氮二羧酸双（2-烷氧基乙基）酯化合物，它在Mitsunobu反应中与磷化合物结合使用，进行脱水缩合反应，并且可用作氧化剂和各种合成过程的起始物质。还提供了上述化合物的生产中间体以及生产这些化合物的方法。式（1）表示的偶氮二羧酸双（2-烷氧基乙基）酯化合物中，A表示具有1至10个碳原子的烷基。
• BIS(2-ALKOXYETHYL) AZODICARBOXYLATE ESTER COMPOUND AND INTERMEDIATE FOR PRODUCTION OF THE SAME
  申请人：Toyo Boseki Kabushiki Kaisha

  公开号：EP2112136B1

  公开（公告）日：2012-05-23
• US7947816B2
  申请人：——

  公开号：US7947816B2

  公开（公告）日：2011-05-24