二乙基(4-碘苯甲酰基)膦酸酯 | 156017-40-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 二乙基(4-碘苯甲酰基)膦酸酯
• 英文名称: diethyl (4-iodobenzoyl)phosphonate
• 英文别名: diethoxyphosphoryl-(4-iodophenyl)methanone
• CAS: 156017-40-2
• 化学式: C₁₁H₁₄IO₄P
• 分子量: 368.108
• InChiKey: DBYWSHOXFRUBFP-UHFFFAOYSA-N

物化性质

• 沸点：
  385.4±44.0 °C(Predicted)
• 密度：
  1.604±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  二乙基(4-碘苯甲酰基)膦酸酯 在 bis-triphenylphosphine-palladium(II) chloride 4,4'-二氨基二苯乙烯-2,2'-二磺酸 、 锌 作用下， 反应 8.0h， 生成 (S)-3-{4-[(Diethoxy-phosphoryl)-difluoro-methyl]-phenyl}-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid methyl ester
  参考文献：
  名称：

  Enantioselective synthesis of N-boc and N-fmoc protected diethyl 4-phosphono(difluoromethyl)-L-phenylalanine; agents suitable for the solid-phase synthesis of peptides containing nonhydrolyzable analogues of O-phosphotyrosine

  摘要：

  Enantioselective convergent syntheses of N-Boc and N-Fmoc protected diethyl 4-phosphono(difluoromethyl)-L-phenylalanine are reported. le analogues of O-phosphotyrosine/

  DOI：

  10.1016/s0040-4039(00)75835-7
• 作为产物：
  描述：

  4-碘苯甲酰氯 、 亚磷酸三乙酯 生成 二乙基(4-碘苯甲酰基)膦酸酯
  参考文献：
  名称：

  Enantioselective synthesis of N-boc and N-fmoc protected diethyl 4-phosphono(difluoromethyl)-L-phenylalanine; agents suitable for the solid-phase synthesis of peptides containing nonhydrolyzable analogues of O-phosphotyrosine

  摘要：

  Enantioselective convergent syntheses of N-Boc and N-Fmoc protected diethyl 4-phosphono(difluoromethyl)-L-phenylalanine are reported. le analogues of O-phosphotyrosine/

  DOI：

  10.1016/s0040-4039(00)75835-7

文献信息

• Organocatalytic Enantioselective Synthesis of α-Hydroxy Phosphonates
  作者：Sampak Samanta、Cong-Gui Zhao

  DOI：10.1021/ja062091r

  日期：2006.6.1

  Tertiary alpha-hydroxy phosphonates have been synthesized in good yields and high enantiomeric purity (up to 99% ee) through a novel l-proline-catalyzed cross aldol reaction of alpha-keto phosphonates and ketones.
• Organocatalytic Highly Enantioselective Synthesis of β-Formyl-α-hydroxyphosphonates
  作者：Sandun Perera、Vijaya Kumar Naganaboina、Long Wang、Bin Zhang、Qunsheng Guo、Laxmidhar Rout、Cong-Gui Zhao

  DOI：10.1002/adsc.201000835

  日期：2011.7

  AbstractThe cross‐aldol reaction between enolizable aldehydes and α‐ketophosphonates was achieved for the first time by using 9‐amino‐9‐deoxy‐epi‐quinine as the catalyst. β‐Formyl‐α‐hydroxyphosphonates were obtained in high to excellent enantioselectivities. The reaction works especially well with acetaldehyde, which is a tough substrate for organocatalyzed cross‐aldol reactions. The products were demonstrated to have anticancer activities.
• ENANTIOSELECTIVE SYNTHESIS OF N-Boc AND N-Fmoc PROTECTED DIETHYL 4-PHOSPHONO(DIFLUOROMETHYL)-L-PHENYLALANINE (F₂Pmp)
  作者：Mark S. Smyth、Terrence R. Burke

  DOI：10.1080/00304949609355909

  日期：1996.2