ortho-phenylseleno acetophenone | 666743-31-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ortho-phenylseleno acetophenone
• 英文别名: Ethanone, 1-[2-(phenylseleno)phenyl]-；1-(2-phenylselanylphenyl)ethanone
• CAS: 666743-31-3
• 化学式: C₁₄H₁₂OSe
• 分子量: 275.209
• InChiKey: YYPOUFUGPLASHA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.54
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  ortho-phenylseleno acetophenone 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 生成 1-(2-phenylselanylphenyl)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
• 作为产物：
  描述：

  2-(2-溴苯基)-2-甲基-1,3-二氧戊环 在 盐酸 、 叔丁基锂 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 4.5h， 生成 ortho-phenylseleno acetophenone
  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.