2-Methyl-2-(4-phenylselanylphenyl)-1,3-dioxolane | 1028317-52-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-Methyl-2-(4-phenylselanylphenyl)-1,3-dioxolane
• CAS: 1028317-52-3
• 化学式: C₁₆H₁₆O₂Se
• 分子量: 319.262
• InChiKey: MQUBCGQUFRVMPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.56
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-Methyl-2-(4-phenylselanylphenyl)-1,3-dioxolane 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-(phenylselanyl)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
• 作为产物：
  描述：

  2-(4-溴苯基)-2-甲基-1,3-二氧戊环 、 二苯基二硒醚 在 叔丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 生成 2-Methyl-2-(4-phenylselanylphenyl)-1,3-dioxolane
  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.