tert-butyl (2S,3S,5R,6R,8S)-3-[tert-butyl(dimethyl)silyl]oxy-2-[(1S,3S)-1-[tert-butyl(dimethyl)silyl]oxy-3-methyl-7-oxooct-5-ynyl]-6,8-dimethyl-1-oxa-10-azaspiro[4.5]decane-10-carboxylate | 381214-19-3

• 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: tert-butyl (2S,3S,5R,6R,8S)-3-[tert-butyl(dimethyl)silyl]oxy-2-[(1S,3S)-1-[tert-butyl(dimethyl)silyl]oxy-3-methyl-7-oxooct-5-ynyl]-6,8-dimethyl-1-oxa-10-azaspiro[4.5]decane-10-carboxylate
• CAS: 381214-19-3
• 化学式: C₃₆H₆₇NO₆Si₂
• 分子量: 666.102
• InChiKey: ZPVIFZQRIHMWAO-QLAFWDCHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.17
• 重原子数：
  45
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  74.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  tert-butyl (2S,3S,5R,6R,8S)-3-[tert-butyl(dimethyl)silyl]oxy-2-[(1S,3S)-1-[tert-butyl(dimethyl)silyl]oxy-3-methyl-7-oxooct-5-ynyl]-6,8-dimethyl-1-oxa-10-azaspiro[4.5]decane-10-carboxylate 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以85%的产率得到tert-butyl (1S,2S,3'R,4R,5'S,6S,8R,10R)-3',5',10-trimethyl-8-(2-oxopropyl)spiro[3,7,12-trioxatricyclo[6.3.1.02,6]dodecane-4,2'-piperidine]-1'-carboxylate
  参考文献：
  名称：

  Synthesis of the (+)-C26–C40 Domain of the Azaspiracids by a Novel Double Intramolecular Hetero-Michael Addition Strategy This work was supported by the United States National Institute of Environmental Health Sciences (NIEHS; grant number ES10615), NIH, and by Bristol-Myers Squibb (CJF). Its contents are solely the responsibility of the authors and do not necessarily represent the official views of the NIEHS, NIH, or BMS. We thank Dr. A. B. Dounay and Dr. G. Florence for critical reading of the manuscript.

  摘要：

  DOI：

  10.1002/1521-3773(20011001)40:19<3663::aid-anie3663>3.0.co;2-u
• 作为产物：
  描述：

  (2S,4R)-5-(tert-butyl(dimethyl)silyloxy)-2,4-dimethyl-1-pentanol 在 ytterbium(III) triflate 2,6-二甲基吡啶 、 manganese(IV) oxide 、 cesium hydroxide 、 草酰氯 、 三丁基膦 、 叠氮磷酸二苯酯 、 乙基溴化镁 、 四丁基氟化铵 、 4-甲基苯磺酸吡啶 、 溶剂黄146 、 二甲基亚砜 、 三乙胺 、 三苯基膦 、 2,3-二氯-5,6-二氰基-1,4-苯醌 、 lithium diisopropyl amide 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 二氯甲烷 、 甲苯 、 乙腈 、 叔丁醇 为溶剂， 生成 tert-butyl (2S,3S,5R,6R,8S)-3-[tert-butyl(dimethyl)silyl]oxy-2-[(1S,3S)-1-[tert-butyl(dimethyl)silyl]oxy-3-methyl-7-oxooct-5-ynyl]-6,8-dimethyl-1-oxa-10-azaspiro[4.5]decane-10-carboxylate
  参考文献：
  名称：

  Synthesis of the (+)-C26–C40 Domain of the Azaspiracids by a Novel Double Intramolecular Hetero-Michael Addition Strategy This work was supported by the United States National Institute of Environmental Health Sciences (NIEHS; grant number ES10615), NIH, and by Bristol-Myers Squibb (CJF). Its contents are solely the responsibility of the authors and do not necessarily represent the official views of the NIEHS, NIH, or BMS. We thank Dr. A. B. Dounay and Dr. G. Florence for critical reading of the manuscript.

  摘要：

  DOI：

  10.1002/1521-3773(20011001)40:19<3663::aid-anie3663>3.0.co;2-u

文献信息

• Synthesis of the (+)-C26–C40 Domain of the Azaspiracids by a Novel Double Intramolecular Hetero-Michael Addition Strategy This work was supported by the United States National Institute of Environmental Health Sciences (NIEHS; grant number ES10615), NIH, and by Bristol-Myers Squibb (CJF). Its contents are solely the responsibility of the authors and do not necessarily represent the official views of the NIEHS, NIH, or BMS. We thank Dr. A. B. Dounay and Dr. G. Florence for critical reading of the manuscript.
  作者：Craig J. Forsyth、Junliang Hao、Josep Aiguade

  DOI：10.1002/1521-3773(20011001)40:19<3663::aid-anie3663>3.0.co;2-u

  日期：2001.10.1