N,N,N',N',N''-Pentamethyl-N''-(2-methylprop-2-en-1-yl)phosphoric triamide | 57041-74-4

• 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: N,N,N',N',N''-Pentamethyl-N''-(2-methylprop-2-en-1-yl)phosphoric triamide
• 英文别名: N-[bis(dimethylamino)phosphoryl]-N,2-dimethylprop-2-en-1-amine
• CAS: 57041-74-4
• 化学式: C₉H₂₂N₃OP
• 分子量: 219.267
• InChiKey: HLKSOOGNUQXSNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  26.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N,N',N',N''-Pentamethyl-N''-(2-methylprop-2-en-1-yl)phosphoric triamide 以78%的产率得到
  参考文献：
  名称：

  COUTROT, PH.;DORMOY, J. R.;MOUKIMOU, A., J. ORGANOMET. CHEM., 1983, 258, N 2, C25-C28

  摘要：

  DOI：

文献信息

• Equivalents anioniques homoenolates issus d'enephosphoramides: reaction avec la benzophenone
  作者：Ph. Coutrot、J.R. Dormoy、A. Moukimou

  DOI：10.1016/s0022-328x(00)99263-5

  日期：1983.11

  α-Phosphoramidolithium substituted allylic carbanions are used as homoenolate reagents with benzophenone and give regioselectively α- or γ-hydroxyalkylation products. Replacement of lithium by magnesium leads to γ substitution almost exclusively. Acidic hydrolysis of the adducts is a novel route to γ-lactol.

  α-磷酰胺基锂取代的烯丙基碳负离子与二苯甲酮一起用作均烯酸酯试剂，可选择性地产生α-或γ-羟烷基化产物。用镁取代锂几乎完全导致γ取代。加合物的酸性水解是制备γ-乳糖醇的新途径。
• A general synthesis of 2- or 3-alkyl substituted 5-hydroxymethyl-δ-valerolactones, precursors of 5-formyl-δ-valerolactones, via lithiated N-allyl(bisdimethylamino)-N-methylphosphoramide carbanions
  作者：Philippe Coutrot、Claude Grison、Catherine Bômont

  DOI：10.1016/s0022-328x(99)00269-7

  日期：1999.9

  A convenient strategy is reported for the synthesis of 2- or 3-alkylsubstituted 5-hydroxymethyl and 5-formyl-delta-valerolactones, which are very useful starting blocks for the total synthesis of leukotrienes and lactonic pheromones, It has been found that lithiated enephosphoramide ambident anions reacted exclusively in the gamma position with 2,3-O-isopropylidene glycerol triflate to give corresponding alkylated enephosphoramides by a C3-C3 backbone connection. Enephosphoramide group was further selectively hydrolyzed in the presence of isopropylidene function in mild acidic conditions and led to expected aldehydes in high yields. Oxidation of these aldehydes using silver oxide or potassium permanganate afforded corresponding acids. Further hydrolysis of the isopropylidene group led to unstable dihydroxyacids which directly lactonized. The latter were converted to 5-formyl-delta-valerolactones using PDC oxidant. (C) 1999 Elsevier Science S.A. All rights reserved.
• COUTROT, PH.;DORMOY, J. R.;MOUKIMOU, A., J. ORGANOMET. CHEM., 1983, 258, N 2, C25-C28
  作者：COUTROT, PH.、DORMOY, J. R.、MOUKIMOU, A.

  DOI：——

  日期：——