(E)-N-[bis(dimethylamino)phosphoryl]-4-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-N-methylbut-1-en-1-amine | 160154-85-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-N-[bis(dimethylamino)phosphoryl]-4-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-N-methylbut-1-en-1-amine
• CAS: 160154-85-8
• 化学式: C₁₄H₃₀N₃O₃P
• 分子量: 319.384
• InChiKey: ALTRKDWGSGQQEC-STRFDMGBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  45.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (E)-N-[bis(dimethylamino)phosphoryl]-4-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-N-methylbut-1-en-1-amine 在 钯 sodium hydroxide 、 重铬酸吡啶 、 Amberlyst 15 、 4 A molecular sieve 、 硫酸 、 potassium tert-butylate 、 氢气 、 草酸 、 silver nitrate 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 10.0h， 生成 (+)-(6R)-四氢-6-十一烷基-2H-吡喃-2-酮
  参考文献：
  名称：

  5-formyl-δ—valerolactone : A useful synthon for the chiral synthesis of the vespa orientalis pheromone and the mosquito oviposition attractant pheromone

  摘要：

  A synthetic scheme starting from the reaction between the lithiated N-allyl-N-methyl-(bisdimethylamino)phosphoramide anion and the triflate derivative of (R)-(-)- or (S)-(+)-2,3-O-isopropylideneglycerol is described to prepare the key chiral synthon (R)-5- or (S)-5-formyl-delta-valerolactone that leads to the title compounds.

  DOI：

  10.1016/s0040-4039(00)74412-1
• 作为产物：
  描述：

  N-allyl-N-methyl-(bisdimethylamino) phosphoramide 、 (S)-2,3-O-isopropylideneglycerol triflate 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 生成 (E)-N-[bis(dimethylamino)phosphoryl]-4-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-N-methylbut-1-en-1-amine
  参考文献：
  名称：

  5-formyl-δ—valerolactone : A useful synthon for the chiral synthesis of the vespa orientalis pheromone and the mosquito oviposition attractant pheromone

  摘要：

  A synthetic scheme starting from the reaction between the lithiated N-allyl-N-methyl-(bisdimethylamino)phosphoramide anion and the triflate derivative of (R)-(-)- or (S)-(+)-2,3-O-isopropylideneglycerol is described to prepare the key chiral synthon (R)-5- or (S)-5-formyl-delta-valerolactone that leads to the title compounds.

  DOI：

  10.1016/s0040-4039(00)74412-1

文献信息

• 5-formyl-δ—valerolactone : A useful synthon for the chiral synthesis of the vespa orientalis pheromone and the mosquito oviposition attractant pheromone
  作者：Ph. Coutrot、C. Grison、C. Bômont

  DOI：10.1016/s0040-4039(00)74412-1

  日期：1994.11

  A synthetic scheme starting from the reaction between the lithiated N-allyl-N-methyl-(bisdimethylamino)phosphoramide anion and the triflate derivative of (R)-(-)- or (S)-(+)-2,3-O-isopropylideneglycerol is described to prepare the key chiral synthon (R)-5- or (S)-5-formyl-delta-valerolactone that leads to the title compounds.