(4S)-3-[(2S,3S)-3-(2,2-dimethyl-1,3-dioxan-5-yl)-3-hydroxy-2-methyl-2-phenylmethoxypropanoyl]-5,5-dimethyl-4-phenyl-1,3-oxazolidin-2-one | 1395877-94-7

• 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: (4S)-3-[(2S,3S)-3-(2,2-dimethyl-1,3-dioxan-5-yl)-3-hydroxy-2-methyl-2-phenylmethoxypropanoyl]-5,5-dimethyl-4-phenyl-1,3-oxazolidin-2-one
• CAS: 1395877-94-7
• 化学式: C₂₈H₃₅NO₇
• 分子量: 497.588
• InChiKey: QVLNVCKUHIERLH-LXWOLXCRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  36
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  94.5
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (4S)-3-[(2S,3S)-3-(2,2-dimethyl-1,3-dioxan-5-yl)-3-hydroxy-2-methyl-2-phenylmethoxypropanoyl]-5,5-dimethyl-4-phenyl-1,3-oxazolidin-2-one 、 甲氧基-三氟甲基苯 在 吡啶 、 4-二甲氨基吡啶 作用下， 反应 96.0h， 以57%的产率得到
  参考文献：
  名称：

  Total Synthesis of (+)-Sch 725680: Inhibitor of Mammalian A–, B–, and Y–Family DNA Polymerases

  摘要：

  The total synthesis of (+)-Sch 725680, a member of the hydrogenated azaphilone family, has been accomplished. The synthesis confirmed the absolute configuration and biological activities of the natural product. A key reaction to construct a hydrogenated azaphilone core skeleton is a Ti-mediated aldol reaction.

  DOI：

  10.1021/ol301865u
• 作为产物：
  描述：

  (4S)-5,5-dimethyl-4-phenyl-3-(2-phenylmethoxypropanoyl)-1,3-oxazolidin-2-one 、 2,2-二甲基-1,3-二恶烷-5-甲醛 在 lithium diisopropyl amide 、 三异丙氧基氯化钛 作用下， 以 四氢呋喃 为溶剂， 反应 3.5h， 以81%的产率得到(4S)-3-[(2S,3S)-3-(2,2-dimethyl-1,3-dioxan-5-yl)-3-hydroxy-2-methyl-2-phenylmethoxypropanoyl]-5,5-dimethyl-4-phenyl-1,3-oxazolidin-2-one
  参考文献：
  名称：

  Total Synthesis of (+)-Sch 725680: Inhibitor of Mammalian A–, B–, and Y–Family DNA Polymerases

  摘要：

  The total synthesis of (+)-Sch 725680, a member of the hydrogenated azaphilone family, has been accomplished. The synthesis confirmed the absolute configuration and biological activities of the natural product. A key reaction to construct a hydrogenated azaphilone core skeleton is a Ti-mediated aldol reaction.

  DOI：

  10.1021/ol301865u

文献信息

• Total Synthesis of (+)-Sch 725680: Inhibitor of Mammalian A–, B–, and Y–Family DNA Polymerases
  作者：Toshifumi Takeuchi、Yoshiyuki Mizushina、Satoshi Takaichi、Natsuki Inoue、Kouji Kuramochi、Satomi Shimura、Yusuke Myobatake、Yuri Katayama、Kenji Takemoto、Shogo Endo、Shinji Kamisuki、Fumio Sugawara

  DOI：10.1021/ol301865u

  日期：2012.9.7

  The total synthesis of (+)-Sch 725680, a member of the hydrogenated azaphilone family, has been accomplished. The synthesis confirmed the absolute configuration and biological activities of the natural product. A key reaction to construct a hydrogenated azaphilone core skeleton is a Ti-mediated aldol reaction.