tert-butyldiphenylsilyl 2-<6-(2,4-dinitrophenoxy)hexyl>oxiranecarboxylate | 220077-64-5

• 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: tert-butyldiphenylsilyl 2-<6-(2,4-dinitrophenoxy)hexyl>oxiranecarboxylate
• CAS: 220077-64-5
• 化学式: C₃₁H₃₆N₂O₈Si
• 分子量: 592.721
• InChiKey: ARIHJDLKHZVEPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  42.0
• 可旋转键数：
  14.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  134.34
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  tert-butyldiphenylsilyl 2-<6-(2,4-dinitrophenoxy)hexyl>oxiranecarboxylate 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以74%的产率得到2-<6-(2,4-dinitrophenoxy)hexyl>oxiranecarboxylic acid
  参考文献：
  名称：

  Synthesis of 2-[6-(2,4-Dinitrophenoxy)hexyl]oxiranecarboxylic acid: A selective carnitine palmitoyltransferase-1 inhibitor

  摘要：

  Carnitine palmitoyltransferases 1 and 2 (CPT-1 and CPT-2) catalyze the transfer of long chain fatty acids between carnitine and coenzyme A. Unlike CPT-2, CPT-I exists in at least two isoforms with different physical and kinetic properties. Liver and skeletal muscle each contain a different isoform of CPT-1. Cardiac muscle contains both isoforms, and the minor component is identical to the isoform found in the liver. 2-[6-(2,4-Dinitrophenoxy)hexyl]oxiranecarboxylic acid (2) was reported to be a selective inhibitor for the liver isoform of CPT-1. A synthesis of 2 is described here which involves the reaction of diethyl malonate with 1-bromo-6-phenoxyhexane. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00175-8
• 作为产物：
  描述：

  ethyl 2-methylene-8-phenoxyoctanoate 在 氢氧化钾 、 nitronium tetrafluoborate 、 3-tert-butyl-4-hydroxy-5-methylbenzenethiol 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 间氯过氧苯甲酸 作用下， 以 乙醇 、 二氯甲烷 、 1,2-二氯乙烷 、 苯 为溶剂， 反应 23.5h， 生成 tert-butyldiphenylsilyl 2-<6-(2,4-dinitrophenoxy)hexyl>oxiranecarboxylate
  参考文献：
  名称：

  Synthesis of 2-[6-(2,4-Dinitrophenoxy)hexyl]oxiranecarboxylic acid: A selective carnitine palmitoyltransferase-1 inhibitor

  摘要：

  Carnitine palmitoyltransferases 1 and 2 (CPT-1 and CPT-2) catalyze the transfer of long chain fatty acids between carnitine and coenzyme A. Unlike CPT-2, CPT-I exists in at least two isoforms with different physical and kinetic properties. Liver and skeletal muscle each contain a different isoform of CPT-1. Cardiac muscle contains both isoforms, and the minor component is identical to the isoform found in the liver. 2-[6-(2,4-Dinitrophenoxy)hexyl]oxiranecarboxylic acid (2) was reported to be a selective inhibitor for the liver isoform of CPT-1. A synthesis of 2 is described here which involves the reaction of diethyl malonate with 1-bromo-6-phenoxyhexane. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00175-8