(RS)-1-(4-(methylselanyl)phenyl)ethanol | 666743-36-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (RS)-1-(4-(methylselanyl)phenyl)ethanol
• 英文别名: 1-(4-methylselanylphenyl)ethanol
• CAS: 666743-36-8
• 化学式: C₉H₁₂OSe
• 分子量: 215.154
• InChiKey: QEIUCGASNUUGER-UHFFFAOYSA-N

物化性质

• 沸点：
  284.5±32.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.12
• 重原子数：
  11.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  乙酸乙烯酯 、 (RS)-1-(4-(methylselanyl)phenyl)ethanol 在 Novozym 435 作用下， 以 正己烷 为溶剂， 反应 24.0h， 以41%的产率得到(+)-(R)-1-(4-(methylselanyl)phenyl)ethyl acetate
  参考文献：
  名称：

  Enantiomerically pure organoseleno-1-arylethanols by enzymatic resolution with Candida antarctica lipase: Novozym 435

  摘要：

  Racemic organoseleno-1-arylethanols were prepared by ortho-lithiation of arylethanols, followed by sequential reaction with elemental selenium and alkyl halides and by reaction of either aryldiazonium chlorides with diphenyldiselenide or with lithium and magnesium alkylselenolates. Enantiomerically enriched organoseleno-1-arylethanols were obtained by kinetic resolution of the racemic mixtures by esterification catalyzed by Candida antarctica lipase (Novozym 435). In some cases, enantiomeric excesses of up to 99% were obtained both for alcohols and acetates. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.04.019
• 作为产物：
  描述：

  在 盐酸 、 sodium tetrahydroborate 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 2.0h， 生成 (RS)-1-(4-(methylselanyl)phenyl)ethanol
  参考文献：
  名称：

  Preparation of chiral organochalcogeno-α-methylbenzyl alcohols via biocatalysis. The role of Daucus carota root

  摘要：

  A series of organochalcogeno acetophenones 3 has been submitted to the action of enzymes from Daucus carota root. Some of the chalcogeno ketones tested afforded the chiral organochalcogeno-alpha-methylbenzyl alcohols 4 in excellent enantiomeric excesses (>99%), under mild and environmentally friendly conditions. The stereoselectivity of the reduction is in accordance with Prelog's rule. Enzymatic kinetic resolution as alternative process was used to obtain the chiral ortho-organochalcogeno-alpha-methylbenzyl alcohols in excellent enantiomeric excess (>99%). (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.11.011

文献信息

• Preparation of chiral organochalcogeno-α-methylbenzyl alcohols via biocatalysis. The role of Daucus carota root
  作者：João V. Comasseto、Álvaro T. Omori、André L.M. Porto、Leandro H. Andrade

  DOI：10.1016/j.tetlet.2003.11.011

  日期：2004.1

  A series of organochalcogeno acetophenones 3 has been submitted to the action of enzymes from Daucus carota root. Some of the chalcogeno ketones tested afforded the chiral organochalcogeno-alpha-methylbenzyl alcohols 4 in excellent enantiomeric excesses (>99%), under mild and environmentally friendly conditions. The stereoselectivity of the reduction is in accordance with Prelog's rule. Enzymatic kinetic resolution as alternative process was used to obtain the chiral ortho-organochalcogeno-alpha-methylbenzyl alcohols in excellent enantiomeric excess (>99%). (C) 2003 Elsevier Ltd. All rights reserved.
• Enantiomerically pure organoseleno-1-arylethanols by enzymatic resolution with Candida antarctica lipase: Novozym 435
  作者：Álvaro T. Omori、Leonardo F. Assis、Leandro H. Andrade、João V. Comasseto、André L.M. Porto

  DOI：10.1016/j.tetasy.2007.04.019

  日期：2007.5

  Racemic organoseleno-1-arylethanols were prepared by ortho-lithiation of arylethanols, followed by sequential reaction with elemental selenium and alkyl halides and by reaction of either aryldiazonium chlorides with diphenyldiselenide or with lithium and magnesium alkylselenolates. Enantiomerically enriched organoseleno-1-arylethanols were obtained by kinetic resolution of the racemic mixtures by esterification catalyzed by Candida antarctica lipase (Novozym 435). In some cases, enantiomeric excesses of up to 99% were obtained both for alcohols and acetates. (C) 2007 Elsevier Ltd. All rights reserved.