(6R,7R)-8-benzyl-11-methyl-6-{[(1S,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexyl]oxy}-5-oxa-8-azatricyclo[8.4.0.0^3,7]-tetradeca-1(14),2,10,12-tetraen-4-one | 1365841-22-0

• 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: (6R,7R)-8-benzyl-11-methyl-6-{[(1S,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexyl]oxy}-5-oxa-8-azatricyclo[8.4.0.0^3,7]-tetradeca-1(14),2,10,12-tetraen-4-one
• 英文别名: (3R,3aR)-4-benzyl-6-methyl-3-[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl]oxy-3a,5-dihydro-3H-furo[3,4-c][2]benzazepin-1-one
• CAS: 1365841-22-0
• 化学式: C₃₀H₃₇NO₃
• 分子量: 459.629
• InChiKey: GBFCASHSCAYQQT-RVECDSKRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  34
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (6R,7R)-8-benzyl-11-methyl-6-{[(1S,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexyl]oxy}-5-oxa-8-azatricyclo[8.4.0.0^3,7]-tetradeca-1(14),2,10,12-tetraen-4-one 在 二异丁基氢化铝 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 7.0h， 以75%的产率得到[(3-R)-2-benzyl-3-(hydroxymethyl)-9-methyl-2,3-dihydro-1H-2-benzazepin-4-yl]methanol
  参考文献：
  名称：

  Formation of Optically Pure Cyclic Amines by Intramolecular Conjugate Displacement

  摘要：

  Intramolecular conjugate displacement (ICD) has been applied to the Morita-Baylis-Hillman adducts formed from (5S)-5-(l-menthyloxy)-2(5H)-furanone and aldehydes that carry a protected beta- or gamma-amino group. DIBAL-H reduction of the resulting ICD products releases optically pure six- or seven-membered cyclic amines having a stereogenic center a to nitrogen.

  DOI：

  10.1021/jo3001657
• 作为产物：
  描述：

  (S)-(2-{[benzyl({[tris(propan-2-yl)silyl]oxy}carbonyl)amino]-methyl}-3-methylphenyl)[(5R)-5-{[(1R,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexyl]oxy}-2-oxo-2,5-dihydrofuran-3-yl]methyl acetate 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 以96%的产率得到(6R,7R)-8-benzyl-11-methyl-6-{[(1S,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexyl]oxy}-5-oxa-8-azatricyclo[8.4.0.0^3,7]-tetradeca-1(14),2,10,12-tetraen-4-one
  参考文献：
  名称：

  Formation of Optically Pure Cyclic Amines by Intramolecular Conjugate Displacement

  摘要：

  Intramolecular conjugate displacement (ICD) has been applied to the Morita-Baylis-Hillman adducts formed from (5S)-5-(l-menthyloxy)-2(5H)-furanone and aldehydes that carry a protected beta- or gamma-amino group. DIBAL-H reduction of the resulting ICD products releases optically pure six- or seven-membered cyclic amines having a stereogenic center a to nitrogen.

  DOI：

  10.1021/jo3001657