(E)-4-[(1R,5S,7R)-1-((2E,5Z)-(1S,4S)-6-Chloro-4,8-dihydroxy-1-methyl-octa-2,5-dienyl)-6-(2,2,2-trifluoro-acetyl)-6-aza-spiro[4.5]dec-7-yl]-2-methyl-but-2-enoic acid ethyl ester | 403507-85-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂螺癸烷衍生物
• 英文名称: (E)-4-[(1R,5S,7R)-1-((2E,5Z)-(1S,4S)-6-Chloro-4,8-dihydroxy-1-methyl-octa-2,5-dienyl)-6-(2,2,2-trifluoro-acetyl)-6-aza-spiro[4.5]dec-7-yl]-2-methyl-but-2-enoic acid ethyl ester
• CAS: 403507-85-7
• 化学式: C₂₇H₃₉ClF₃NO₅
• 分子量: 550.059
• InChiKey: IIYJLFRNOBXHDH-ADUSBIKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.43
• 重原子数：
  37.0
• 可旋转键数：
  10.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  87.07
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (E)-4-[(1R,5S,7R)-1-((2E,5Z)-(1S,4S)-6-Chloro-4,8-dihydroxy-1-methyl-octa-2,5-dienyl)-6-(2,2,2-trifluoro-acetyl)-6-aza-spiro[4.5]dec-7-yl]-2-methyl-but-2-enoic acid ethyl ester 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 18.0h， 以90%的产率得到(E)-4-[(1R,5S,7R)-1-((2E,5Z)-(1S,4S)-6-Chloro-4,8-dihydroxy-1-methyl-octa-2,5-dienyl)-6-aza-spiro[4.5]dec-7-yl]-2-methyl-but-2-enoic acid ethyl ester
  参考文献：
  名称：

  Total Synthesis and Proof of Stereochemistry of Natural and Unnatural Pinnaic Acids: A Remarkable Long-Range Stereochemical Effect in the Reduction of 17-Oxo Precursors of the Pinnaic Acids This work was supported by the National Institutes of Health (Grant Numbers: CA28824). Postdoctoral Fellowship support is gratefully acknowledged by M.W.C. (U.S. Army BCRP, DAMD17-98-1-8154). We thank Dr. George Sukenick of the MSKCC NMR Core Facility for NMR and mass spectral analyses. We would like to thank professor Nakanishi for his supportive interest in the project.

  摘要：

  DOI：

  10.1002/1521-3773(20011203)40:23<4453::aid-anie4453>3.0.co;2-4
• 作为产物：
  描述：

  (E)-4-[(1R,5S,7R)-1-[(2E,5Z)-(1S,4S)-8-(tert-Butyl-dimethyl-silanyloxy)-6-chloro-4-hydroxy-1-methyl-octa-2,5-dienyl]-6-(2,2,2-trifluoro-acetyl)-6-aza-spiro[4.5]dec-7-yl]-2-methyl-but-2-enoic acid ethyl ester 在 氟化氢吡啶 作用下， 以 四氢呋喃 、 吡啶 为溶剂， 反应 1.0h， 以71%的产率得到(E)-4-[(1R,5S,7R)-1-((2E,5Z)-(1S,4S)-6-Chloro-4,8-dihydroxy-1-methyl-octa-2,5-dienyl)-6-(2,2,2-trifluoro-acetyl)-6-aza-spiro[4.5]dec-7-yl]-2-methyl-but-2-enoic acid ethyl ester
  参考文献：
  名称：

  Total Synthesis and Proof of Stereochemistry of Natural and Unnatural Pinnaic Acids: A Remarkable Long-Range Stereochemical Effect in the Reduction of 17-Oxo Precursors of the Pinnaic Acids This work was supported by the National Institutes of Health (Grant Numbers: CA28824). Postdoctoral Fellowship support is gratefully acknowledged by M.W.C. (U.S. Army BCRP, DAMD17-98-1-8154). We thank Dr. George Sukenick of the MSKCC NMR Core Facility for NMR and mass spectral analyses. We would like to thank professor Nakanishi for his supportive interest in the project.

  摘要：

  DOI：

  10.1002/1521-3773(20011203)40:23<4453::aid-anie4453>3.0.co;2-4