(2R)-1-[(1R,2S)-2-[tert-butyl(dimethyl)silyl]oxy-1,2-diphenylethyl]-2-methyl-2,6,7,8-tetrahydroquinolin-5-one | 264903-30-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (2R)-1-[(1R,2S)-2-[tert-butyl(dimethyl)silyl]oxy-1,2-diphenylethyl]-2-methyl-2,6,7,8-tetrahydroquinolin-5-one
• CAS: 264903-30-2
• 化学式: C₃₀H₃₉NO₂Si
• 分子量: 473.731
• InChiKey: RBOVFCUWAVWSMZ-WVLFPKRMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.76
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2R)-1-[(1R,2S)-2-[tert-butyl(dimethyl)silyl]oxy-1,2-diphenylethyl]-2-methyl-2,6,7,8-tetrahydroquinolin-5-one 在 吡啶 、 四氧化锇 作用下， 反应 24.0h， 以70%的产率得到(2R,3R,4S)-1-[(1R,2S)-2-[tert-butyl(dimethyl)silyl]oxy-1,2-diphenylethyl]-3,4-dihydroxy-2-methyl-2,3,4,6,7,8-hexahydroquinolin-5-one
  参考文献：
  名称：

  Assignment of the C5′ Relative Stereochemistry in (+)-Lepadin F and (+)-Lepadin G and Absolute Configuration of (+)-Lepadin G

  摘要：

  Concise assignments of the C5' stereochemistry in (+)-lepadin F and (+)-lepadin G and the absolute configuration of (+)-lepadin G via the first total syntheses of (+)-5'-epi-lepadin F, (+)-lepadin G, and (+)-5'-epi-lepadin G are described. This work represents an Illustrative example in which a diastereomeric pair can possess sufficient spectroscopic difference for clear assignment despite differing only at a highly insulated acyclic stereocenter.

  DOI：

  10.1021/ol9018997

文献信息

• Assignment of the C5′ Relative Stereochemistry in (+)-Lepadin F and (+)-Lepadin G and Absolute Configuration of (+)-Lepadin G
  作者：Gang Li、Richard P. Hsung

  DOI：10.1021/ol9018997

  日期：2009.10.15

  Concise assignments of the C5' stereochemistry in (+)-lepadin F and (+)-lepadin G and the absolute configuration of (+)-lepadin G via the first total syntheses of (+)-5'-epi-lepadin F, (+)-lepadin G, and (+)-5'-epi-lepadin G are described. This work represents an Illustrative example in which a diastereomeric pair can possess sufficient spectroscopic difference for clear assignment despite differing only at a highly insulated acyclic stereocenter.