(4S)-3-[5-(2,5-dimethylphenoxy)pentanoyl]-4-propan-2-yl-1,3-oxazolidin-2-one | 443924-76-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (4S)-3-[5-(2,5-dimethylphenoxy)pentanoyl]-4-propan-2-yl-1,3-oxazolidin-2-one
• CAS: 443924-76-3
• 化学式: C₁₉H₂₇NO₄
• 分子量: 333.428
• InChiKey: BTPPSFPUISWLLC-MRXNPFEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4S)-3-[5-(2,5-dimethylphenoxy)pentanoyl]-4-propan-2-yl-1,3-oxazolidin-2-one 在 过氧化氢,锂盐(1:1) 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 为溶剂， 生成 (+)-5-(2,5-dimethylphenoxy)-2-methylpentanoic acid
  参考文献：
  名称：

  Synthesis and antiplatelet activity of gemfibrozil chiral analogues

  摘要：

  The chiral analogues of gemfibrozil 5-(2.5-dimethylphenoxy)-2-methylpentanoic acid and 5-(2,5-dimethylphenoxy)-2-ethylpentanoic acid were synthesized in optically active form using (S)-4-(1-methylethyl)-2-oxazolidinone as chiral auxiliary. All compounds inhibit human platelet aggregation. from these data. one can surmise that all tested compounds and gemfibrozil act at the platelet level with different mechanism than that of ASA, even if with a different potency. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00021-5
• 作为产物：
  描述：

  sodium 2,5-dimethylphenolate 在 氢氧化钾 、 正丁基锂 、 氯化亚砜 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 反应 1.25h， 生成 (4S)-3-[5-(2,5-dimethylphenoxy)pentanoyl]-4-propan-2-yl-1,3-oxazolidin-2-one
  参考文献：
  名称：

  Synthesis and antiplatelet activity of gemfibrozil chiral analogues

  摘要：

  The chiral analogues of gemfibrozil 5-(2.5-dimethylphenoxy)-2-methylpentanoic acid and 5-(2,5-dimethylphenoxy)-2-ethylpentanoic acid were synthesized in optically active form using (S)-4-(1-methylethyl)-2-oxazolidinone as chiral auxiliary. All compounds inhibit human platelet aggregation. from these data. one can surmise that all tested compounds and gemfibrozil act at the platelet level with different mechanism than that of ASA, even if with a different potency. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00021-5

文献信息

• Synthesis and antiplatelet activity of gemfibrozil chiral analogues
  作者：Alessandra Ammazzalorso、Rosa Amoroso、Mario Baraldi、Giancarlo Bettoni、Daniela Braghiroli、Barbara De Filippis、Andrea Duranti、Marco Moretti、Paolo Tortorella、Maria Luisa Tricca、Francesca Vezzalini

  DOI：10.1016/s0960-894x(02)00021-5

  日期：2002.3

  The chiral analogues of gemfibrozil 5-(2.5-dimethylphenoxy)-2-methylpentanoic acid and 5-(2,5-dimethylphenoxy)-2-ethylpentanoic acid were synthesized in optically active form using (S)-4-(1-methylethyl)-2-oxazolidinone as chiral auxiliary. All compounds inhibit human platelet aggregation. from these data. one can surmise that all tested compounds and gemfibrozil act at the platelet level with different mechanism than that of ASA, even if with a different potency. (C) 2002 Elsevier Science Ltd. All rights reserved.