(7R,8S)-2,3,8,9-tetramethyl-5-(4-methoxyphenyl)-7-phenyl-1,4,6-trioxa-9-aza-5-phospha(P^V)spiro<4.4>non-2-ene | 143236-85-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (7R,8S)-2,3,8,9-tetramethyl-5-(4-methoxyphenyl)-7-phenyl-1,4,6-trioxa-9-aza-5-phospha(P^V)spiro<4.4>non-2-ene
• 英文别名: (7R,8S)-2,3,8,9-tetramethyl-5-(4-methoxyphenyl)-7-phenyl-1,4,6-trioxa-9-aza-5-phospha(P^V)spiro[4.4]non-2-ene；(7R,8S)-5-(4-methoxyphenyl)-2,3,8,9-tetramethyl-7-phenyl-1,4,6-trioxa-9-aza-5lambda5-phosphaspiro[4.4]non-2-ene；(7R,8S)-5-(4-methoxyphenyl)-2,3,8,9-tetramethyl-7-phenyl-1,4,6-trioxa-9-aza-5λ5-phosphaspiro[4.4]non-2-ene
• CAS: 143236-85-5；143291-62-7
• 化学式: C₂₁H₂₆NO₄P
• 分子量: 387.415
• InChiKey: JLLAWSUOZSOFSD-BTYIYWSLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  40.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (4-甲氧基苯基)亚膦酸二氯化物 在 三乙胺 作用下， 以 正戊烷 为溶剂， 反应 24.0h， 生成 (7R,8S)-2,3,8,9-tetramethyl-5-(4-methoxyphenyl)-7-phenyl-1,4,6-trioxa-9-aza-5-phospha(P^V)spiro<4.4>non-2-ene
  参考文献：
  名称：

  Pseudorotational, conformational, and NOE studies of pentacovalent spirophospholenes derived from ephedrine and .alpha.-diketones

  摘要：

  Variable-temperature NMR studies showed the chiral pentacovalent dioxaphospholenes 1-3 to be pseudorotationally stable below 60-degrees-C. DELTA-G(PSDRTN) for 1 and 2 were determined to be 22.0 +/- 2.1 kcal/mol and 33.0 +/- 2.6 kcal/mol, respectively. The DELTA-G(PSDRTN) for 2 is the largest value reported to date. H-1 NMR nuclear Overhauser effect studies on the major isomer of 1 confirmed that it was 1a and not 1b. Conformational analysis of the H-1 NMR data indicated a twist-envelope conformation for the ephedrine-derived five-membered ring.

  DOI：

  10.1021/jo00045a036

文献信息

• Pseudorotational, conformational, and NOE studies of pentacovalent spirophospholenes derived from ephedrine and .alpha.-diketones
  作者：Cynthia K. McClure、Christopher W. Grote、Bruce A. Lockett

  DOI：10.1021/jo00045a036

  日期：1992.9

  Variable-temperature NMR studies showed the chiral pentacovalent dioxaphospholenes 1-3 to be pseudorotationally stable below 60-degrees-C. DELTA-G(PSDRTN) for 1 and 2 were determined to be 22.0 +/- 2.1 kcal/mol and 33.0 +/- 2.6 kcal/mol, respectively. The DELTA-G(PSDRTN) for 2 is the largest value reported to date. H-1 NMR nuclear Overhauser effect studies on the major isomer of 1 confirmed that it was 1a and not 1b. Conformational analysis of the H-1 NMR data indicated a twist-envelope conformation for the ephedrine-derived five-membered ring.