N-(trifluoroacetyl)-6a,7-dehydronornuciferine | 101064-64-6

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 阿朴菲
• 英文名称: N-(trifluoroacetyl)-6a,7-dehydronornuciferine
• 英文别名: 1-(15,16-Dimethoxy-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2,4,6,8,13,15-heptaen-10-yl)-2,2,2-trifluoroethanone
• CAS: 101064-64-6
• 化学式: C₂₀H₁₆F₃NO₃
• 分子量: 375.347
• InChiKey: CALHXRQYUZXAKK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-(trifluoroacetyl)-6a,7-dehydronornuciferine 在 sodium tetrahydroborate 、 potassium nitrososulfonate 、 sodium carbonate 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 0.08h， 生成 观音莲明
  参考文献：
  名称：

  Intermolecular benzyne cycloaddition (IBC) approach to aporphinoids. Total syntheses of norcepharadione B, cepharadione B, dehydroanonaine, duguenaine, dehydronornuciferine, pontevedrine, O-methylatheroline, lysicamine, and alkaloid PO-3

  摘要：

  We describe a useful novel approach to the synthesis of aporphinoids, including dehydroaporphines, aristolactams, 4,5-dioxoaporphines, and 7-oxoaporphines, by means of intermolecular benzyne cycloaddition (IBC). Specifically, we report the total synthesis of the isoquinoline alkaloids norcepharadione B, cepharadione B, dehydroanonaine, duguenaine, dehydronornuciferine, pontevedrine, O-methylatheroline, lysicamine, and alkaloid PO-3.

  DOI：

  10.1021/jo00009a010
• 作为产物：
  描述：

  benzenedizolium-2-carboxylate 、 1,2,3,4-tetrahydro-6,7-dimethoxy-1-methylene-2-(trifluoroacetyl)isoquinoline 生成 N-(trifluoroacetyl)-6a,7-dehydronornuciferine
  参考文献：
  名称：

  The intermolecular benzyne cycloaddition approach to dehydronoraporprines and oxoaporphines. Total synthesis of PO-3

  摘要：

  DOI：

  10.1016/s0040-4039(00)88958-3

文献信息

• ATANES, N.;CASTEDO, L.;GUITIAN, E.;SAA, C.;SAA, J. M.;SUAU, R., J. ORG. CHEM., 56,(1991) N, C. 2984-2988
  作者：ATANES, N.、CASTEDO, L.、GUITIAN, E.、SAA, C.、SAA, J. M.、SUAU, R.

  DOI：——

  日期：——
• Intermolecular benzyne cycloaddition (IBC) approach to aporphinoids. Total syntheses of norcepharadione B, cepharadione B, dehydroanonaine, duguenaine, dehydronornuciferine, pontevedrine, O-methylatheroline, lysicamine, and alkaloid PO-3
  作者：N. Atanes、L. Castedo、E. Guitian、C. Saa、J. M. Saa、R. Suau

  DOI：10.1021/jo00009a010

  日期：1991.4

  We describe a useful novel approach to the synthesis of aporphinoids, including dehydroaporphines, aristolactams, 4,5-dioxoaporphines, and 7-oxoaporphines, by means of intermolecular benzyne cycloaddition (IBC). Specifically, we report the total synthesis of the isoquinoline alkaloids norcepharadione B, cepharadione B, dehydroanonaine, duguenaine, dehydronornuciferine, pontevedrine, O-methylatheroline, lysicamine, and alkaloid PO-3.
• The intermolecular benzyne cycloaddition approach to dehydronoraporprines and oxoaporphines. Total synthesis of PO-3
  作者：Carlos Saá、Enrique Guitián、Luis Castedo、José M. Saá

  DOI：10.1016/s0040-4039(00)88958-3

  日期：——