N-<(4,5-dihydro-3-methyl-(5S)-5-isoxazolyl)carbonyl>-(2R)-bornane-10,2-sultam | 133774-83-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: N-<(4,5-dihydro-3-methyl-(5S)-5-isoxazolyl)carbonyl>-(2R)-bornane-10,2-sultam
• 英文别名: N-[(4,5-dihydro-3-methyl-(5S)-5-isoxazolyl)carbonyl]-(2R)-bornane-10,2-sultam；[(1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl]-[(5S)-3-methyl-4,5-dihydro-1,2-oxazol-5-yl]methanone
• CAS: 133774-83-1
• 化学式: C₁₅H₂₂N₂O₄S
• 分子量: 326.417
• InChiKey: TXAHXQJOLNSFMR-NWJSVONSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.52
• 重原子数：
  22.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  76.04
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  N-<(4,5-dihydro-3-ethyl-(5R)-5-isoxazolyl)carbonyl>-(2R)-bornane-10,2-sultam 在 L-Selectride 、 sodium hydride 、 对甲苯磺酸 、 copper(l) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 26.58h， 生成 N-<(4,5-dihydro-3-methyl-(5S)-5-isoxazolyl)carbonyl>-(2R)-bornane-10,2-sultam
  参考文献：
  名称：

  Asymmetric silyl nitronate cycloadditions with bornane-10,2-sultam derivatives

  摘要：

  Asymmetric silyl nitronate cycloadditions with N-acryloyl (2R)-bornane-10,2-sultam, N-acryloyl (2S)-bornane-10,2-sultam, and N-methacryloyl (2R)-bornane-10,2-sultam have been studied. The asymmetric silyl nitronate cycloaddition/elimination methodology provides a general route for the asymmetric synthesis of 2-isoxazolines.

  DOI：

  10.1016/s0957-4166(00)80032-4

文献信息

• The preparation of optically active δ2- isoxazolines. A model for asymmetric induction in the non lewis acid catalyzed reactions of oppolzer's chiral sultam
  作者：Dennis P Curran、Byeang Hyean Kim、James Daugherty、Timothy A Heffner

  DOI：10.1016/0040-4039(88)85291-2

  日期：1988.1

  Good diastereoselectivity (ca. ) is reported in the cycloaddition reactions of Oppolzer's chiral sultam with nitrile oxides. A model is proposed which may apply to other non Lewis acid promoted reactions of this sultam.

  Oppolzer的手性磺胺与一氧化二氮的环加成反应报道了良好的非对映选择性（约）。提出了一种模型，该模型可以适用于该苏丹麦的其他非路易斯酸促进的反应。
• Asymmetric induction in silyl nitronate cycloadditions to Oppolzer's chiral sultam derivatives
  作者：Byeang Hyean Kim、Ju Young Lee、Kimoon Kim、Dongmok Whang

  DOI：10.1016/s0957-4166(00)82151-5

  日期：1991.1

  Silyl nitronate cycloadditions to Oppolzer's chiral sultam derivatives, followed by the elimination of the sily alcohols from the resulting N-silyloxyisoxazolidines, provide DELTA-2-isoxazolines in good stereoselectivity (ca. 89/11). The favored transition state is suggested in the light of the X-ray crystal structure of a major cycloadduct.
• CURRAN, DENNIS P.;KIM, BYEANG HYEAN;DAUGHERTY, JAMES;HEFFNER, TIMOTHY A., TETRAHEDRON LETT., 29,(1988) N 29, C. 3555-3558
  作者：CURRAN, DENNIS P.、KIM, BYEANG HYEAN、DAUGHERTY, JAMES、HEFFNER, TIMOTHY A.

  DOI：——

  日期：——