(2,3,4,5,6-pentafluorophenyl) (2R,4S)-5-[tert-butyl(diphenyl)silyl]oxy-4-methyl-2-[(2-methylpropan-2-yl)oxycarbonyl-propanoylamino]pentanoate | 1214247-55-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (2,3,4,5,6-pentafluorophenyl) (2R,4S)-5-[tert-butyl(diphenyl)silyl]oxy-4-methyl-2-[(2-methylpropan-2-yl)oxycarbonyl-propanoylamino]pentanoate
• CAS: 1214247-55-8
• 化学式: C₃₆H₄₂F₅NO₆Si
• 分子量: 707.81
• InChiKey: SVLIQNLLPCFNMI-WIOPSUGQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.43
• 重原子数：
  49
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  82.1
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  (2S)-2-[(2S)-3-[tert-butyl(diphenyl)silyl]oxy-2-methylpropyl]-3-methoxy-1,2-dihydropyrrol-5-one 、 (2,3,4,5,6-pentafluorophenyl) (2R,4S)-5-[tert-butyl(diphenyl)silyl]oxy-4-methyl-2-[(2-methylpropan-2-yl)oxycarbonyl-propanoylamino]pentanoate 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 以71%的产率得到tert-butyl N-[(2R,4S)-5-[tert-butyl(diphenyl)silyl]oxy-1-[(2S)-2-[(2S)-3-[tert-butyl(diphenyl)silyl]oxy-2-methylpropyl]-3-methoxy-5-oxo-2H-pyrrol-1-yl]-4-methyl-1-oxopentan-2-yl]-N-propanoylcarbamate
  参考文献：
  名称：

  Total Synthesis of Sintokamide C

  摘要：

  A convergent stereoselective synthesis of sintokamide C was accomplished in 14 steps with an overall yield of 3.8% starting from Garner's aldehyde, unambiguously confirming its structure.

  DOI：

  10.1021/ol100095p
• 作为产物：
  描述：

  五氟苯酚 、 在 N,N'-二环己基碳二亚胺 作用下， 以 乙酸乙酯 为溶剂， 生成 (2,3,4,5,6-pentafluorophenyl) (2R,4S)-5-[tert-butyl(diphenyl)silyl]oxy-4-methyl-2-[(2-methylpropan-2-yl)oxycarbonyl-propanoylamino]pentanoate
  参考文献：
  名称：

  Total Synthesis of Sintokamide C

  摘要：

  A convergent stereoselective synthesis of sintokamide C was accomplished in 14 steps with an overall yield of 3.8% starting from Garner's aldehyde, unambiguously confirming its structure.

  DOI：

  10.1021/ol100095p

文献信息

• Total Synthesis of Sintokamide C
  作者：Ying Jin、Yuqing Liu、Zhuo Wang、Shuqin Kwong、Zhengshuang Xu、Tao Ye

  DOI：10.1021/ol100095p

  日期：2010.3.5

  A convergent stereoselective synthesis of sintokamide C was accomplished in 14 steps with an overall yield of 3.8% starting from Garner's aldehyde, unambiguously confirming its structure.