(E)-2-Methyl-4-[(1R,5S,7R)-1-((S)-1-methyl-2-oxo-ethyl)-6-(2,2,2-trifluoro-acetyl)-6-aza-spiro[4.5]dec-7-yl]-but-2-enoic acid ethyl ester | 403507-16-4

• 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)-2-Methyl-4-[(1R,5S,7R)-1-((S)-1-methyl-2-oxo-ethyl)-6-(2,2,2-trifluoro-acetyl)-6-aza-spiro[4.5]dec-7-yl]-but-2-enoic acid ethyl ester
• 英文别名: ethyl (E)-2-methyl-4-[(4R,5S,7R)-4-[(2S)-1-oxopropan-2-yl]-6-(2,2,2-trifluoroacetyl)-6-azaspiro[4.5]decan-7-yl]but-2-enoate
• CAS: 403507-16-4
• 化学式: C₂₁H₃₀F₃NO₄
• 分子量: 417.469
• InChiKey: QEQNSORFLMPNGD-PKYSZPLXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (E)-2-Methyl-4-[(1R,5S,7R)-1-((S)-1-methyl-2-oxo-ethyl)-6-(2,2,2-trifluoro-acetyl)-6-aza-spiro[4.5]dec-7-yl]-but-2-enoic acid ethyl ester 在 氟化氢吡啶 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 吡啶 、 六甲基磷酰三胺 为溶剂， 反应 49.0h， 生成 (E)-4-[(1R,5S,7R)-1-((2E,5Z)-(1R,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
• 作为产物：
  描述：

  (1S,5aR)-(R)-3-phenyl-hexahydro-1-oxa-3a-aza-cyclopenta[c]pentalen-4-one 在 4-二甲氨基吡啶 、 lithium hydroxide 、 四丙基高钌酸铵 、 乙醇 、 2,6-二叔丁基-4-甲基苯酚 、 3 A molecular sieve 、 sodium 、 氯甲酸乙酯 、 四氯化钛 、 氟化氢吡啶 、 N-甲基吗啉氧化物 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三乙胺 、 N,N-二异丙基乙胺 、 9-硼双环[3.3.1]壬烷 、 三氟乙酸 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 吡啶 、 正己烷 、 二氯甲烷 、 氨 、 水 、 1,2-二氯乙烷 、 乙腈 为溶剂， 反应 78.0h， 生成 (E)-2-Methyl-4-[(1R,5S,7R)-1-((S)-1-methyl-2-oxo-ethyl)-6-(2,2,2-trifluoro-acetyl)-6-aza-spiro[4.5]dec-7-yl]-but-2-enoic acid ethyl ester
  参考文献：
  名称：

  Concise Stereoselective Routes to Advanced Intermediates Related to Natural and Unnatural Pinnaic Acid 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), M.F.H. (5T32 CA62948-05), and D.T. (Schering Research Foundation, Berlin). We thank Dr. George Sukenick of the MSKCC NMR Core Facility for NMR and mass spectral analyses.

  摘要：

  DOI：

  10.1002/1521-3773(20011203)40:23<4450::aid-anie4450>3.0.co;2-m

文献信息

• Concise Stereoselective Routes to Advanced Intermediates Related to Natural and Unnatural Pinnaic Acid 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), M.F.H. (5T32 CA62948-05), and D.T. (Schering Research Foundation, Berlin). We thank Dr. George Sukenick of the MSKCC NMR Core Facility for NMR and mass spectral analyses.
  作者：Matthew W. Carson、Guncheol Kim、Martin F. Hentemann、Dirk Trauner、Samuel J. Danishefsky

  DOI：10.1002/1521-3773(20011203)40:23<4450::aid-anie4450>3.0.co;2-m

  日期：2001.12.3
• 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.
  作者：Matthew W. Carson、Guncheol Kim、Samuel J. Danishefsky

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

  日期：2001.12.3