2-dimethylamino-5,6-benzo(4,7-dihydro)-1,3,2-dioxaphosphepin | 100651-97-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: 2-dimethylamino-5,6-benzo(4,7-dihydro)-1,3,2-dioxaphosphepin
• 英文别名: 2-(dimethylamino)-2-oxo-5,6-benzo-1,3,2-dioxaphosphepane；2-Dimethylamino-5,6-benzo-1,3,2-dioxaphosphepane；2-dimethylamino-5,6-benzo-1,3,2-dioxaphosphane；N,N-dimethyl-3-oxo-1,5-dihydro-2,4,3lambda5-benzodioxaphosphepin-3-amine；N,N-dimethyl-3-oxo-1,5-dihydro-2,4,3λ5-benzodioxaphosphepin-3-amine
• CAS: 100651-97-6
• 化学式: C₁₀H₁₄NO₃P
• 分子量: 227.2
• InChiKey: LALGYGKNJSZPSP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 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：

  2-dimethylamino-5,6-benzo(4,7-dihydro)-1,3,2-dioxaphosphepin 、 D-5,6-O-isopropylidene-2,3-O-(D-1,7,7-trimethyl<2.2.1>bicyclohept-2-ylidene)-myo-inositol 在 四氮唑 、 间氯过氧苯甲酸 作用下， 生成 D-1,4-di-O-(2-oxo-5,6-benzo-1,3,2-dioxaphosphep-2-yl)-2,3-O-(D-1,7,7-trimethyl<2.2.1>bicyclohept-2-ylidene)-5,6-O-isopropylidene-myo-inositol
  参考文献：
  名称：

  Expedient synthesis of D - myo - inositol 1,4,5 - trisphosphate and D - myo - inositol 1,4 - bisphosphate

  摘要：

  Readily available selfresolving myo-inositol D-camphor 2,3-monoacetal is converted into the title inositol phosphates by the concise procedures utilizing 1,4,5-selective tris-acylation and 1,4-selective bis-silylation of the starting tetrol in the key steps.

  DOI：

  10.1016/0040-4039(91)80780-a
• 作为产物：
  描述：

  2-Dimethylamino-5,6-benzo-1,3,2-dioxaphosphepine 在 叔丁基过氧化氢 作用下， 以 异辛烷 、 甲苯 为溶剂， 生成 2-dimethylamino-5,6-benzo(4,7-dihydro)-1,3,2-dioxaphosphepin
  参考文献：
  名称：

  Synthesis and conformational analysis of torsionally constrained 1,3,2-dioxaphosphepanes

  摘要：

  A series of benzo-fused and norbornene-fused 1,3,2-dioxaphosphepanes have been synthesized and conformationally studied by proton and phosphorus-31 NMR, infrared spectroscopy, and X-ray crystallography. The NMR data are best interpreted in terms of chair-chair equilibria in which substituents on phosphorus (phenoxy, dimethylamino, and phenyl) show a remarkable preference for axial positions. Twist conformations cannot be completely ruled out, however. X-ray crystal structures have been determined for two of the norbornene-fused compounds, trans-5,6-(endo,endo-2',3'-bicyclo[2.2.1]hept-5'-eno)-2-oxo-2-phenoxy-1,3,2-dioxaphosphepane (trans-2a) and trans-5,6-(endo,endo-2',3'-bicyclo[2.2.l]hept-5'-eno)-2-oxo-2-phenyl-1,3,2-dioxaphosphepane (trans-2b), and one of the benzo-fused compounds, 5,6-benzo-2-oxo-2-phenyl-1,3,2-dioxaphosphepane (1b). The X-ray structures of the two norbornene-fused dioxaphosphepanes confirm the stereochemical assignments for these materials and show the seven-membered ring to adopt a chair conformation. A twist conformation is seen in the structure of the benzo-fused dioxaphosphepane, on the other hand.

  DOI：

  10.1021/jo00036a011

文献信息

• KADYROV, R. A.;ARSHINOVA, R. P.;KLOCHKOV, V. V.;AGANOV, A. V.;ARBUZOV, B.+, IZV. AN CCCP. CEP. XIM., 1985, N 4, 799-803
  作者：KADYROV, R. A.、ARSHINOVA, R. P.、KLOCHKOV, V. V.、AGANOV, A. V.、ARBUZOV, B.+

  DOI：——

  日期：——
• Pietrusiewicz; Salamonczyk; Bruzik, Tetrahedron, 1994, vol. 50, # 3, p. 573 - 573
  作者：Pietrusiewicz、Salamonczyk、Bruzik、Wieczorek

  DOI：——

  日期：——
• Steric structure of phosphorus-containing heterocycles Communication 36. 2-dialkylamino-1,3,2-dioxaphosphepines with tetracoordinated phosphorus
  作者：R. A. Kadyrov、R. P. Arshinova、V. V. Klochkov、A. V. Aganov、B. A. Arbuzov

  DOI：10.1007/bf00948045

  日期：1985.4