2-hydroxyl-3,3-diphenyl butyrrolactone | 250659-74-6

• 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: 2-hydroxyl-3,3-diphenyl butyrrolactone
• 英文别名: 3-hydroxy-4,4-diphenyl-dihydro-furan-2-one；3-Hydroxy-4,4-diphenyl-dihydro-furan-2-on；3-Hydroxy-4,4-diphenyloxolan-2-one
• CAS: 250659-74-6
• 化学式: C₁₆H₁₄O₃
• 分子量: 254.285
• InChiKey: MPYCSJKIBORONB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-hydroxyl-3,3-diphenyl butyrrolactone 在 吡啶 、 palladium 10% on activated carbon 、 水 、 氢气 、 potassium carbonate 、 sodium hydroxide 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 33.5h， 生成 2-[(4,6-dimethylpyrimidin-2-yl)oxy]-3,3-diphenyl-4-phenylacetoxyl butyric acid
  参考文献：
  名称：

  Synthesis and in vitro evaluation of ambrisentan analogues as potential endothelin receptor antagonists

  摘要：

  A series of novel 2-[(4,6-dimethylpyrimidin-2-yl)oxy]-3,3-diphenyl butyric acid derivatives were synthesized and evaluated for their antagonistic activity for endothelin-1-induced contraction in rabbit aorta. Within this series of compounds, 2-[(4,6-dimethylpyrimidin-2-yl) oxy]-3-cyano-3,3-diphenylpropionic acid (4) displays comparable potency with ambrisentan (1), and warrants further investigation. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.05.034
• 作为产物：
  描述：

  二苯乙腈 在 三氟甲磺酸 、 硫酸 、 水 、 二异丁基氢化铝 、 sodium hydrogensulfite 、 calcium oxide 作用下， 以 四氢呋喃 、 二氯甲烷 、 环己烷 、 水 、 溶剂黄146 、 甲苯 为溶剂， 反应 23.5h， 生成 2-hydroxyl-3,3-diphenyl butyrrolactone
  参考文献：
  名称：

  Synthesis and in vitro evaluation of ambrisentan analogues as potential endothelin receptor antagonists

  摘要：

  A series of novel 2-[(4,6-dimethylpyrimidin-2-yl)oxy]-3,3-diphenyl butyric acid derivatives were synthesized and evaluated for their antagonistic activity for endothelin-1-induced contraction in rabbit aorta. Within this series of compounds, 2-[(4,6-dimethylpyrimidin-2-yl) oxy]-3-cyano-3,3-diphenylpropionic acid (4) displays comparable potency with ambrisentan (1), and warrants further investigation. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.05.034

文献信息

• Synthesis of Optically Active α-Amino Esters via Dynamic Kinetic Resolution:  A Mechanistic Study
  作者：Robert N. Ben、Tony Durst

  DOI：10.1021/jo9811625

  日期：1999.10.1

  Synthesis of N-protected optically active alpha-amino esters from racemic alpha-halo esters via dynamic kinetic resolution (DKR) mill be described. This methodology is general in nature and provides the desired optically active N-protected amino esters in 70-95% yield with diastereomeric excesses in the range of 85 to >98%. Applications and mechanistic aspects mill be discussed.
• Barnett et al., Journal of the Chemical Society, 1944, p. 94
  作者：Barnett et al.

  DOI：——

  日期：——