diethyl [1-(tert-butoxycarbonylamino-(naphthalen-1-yl)methyl)vinyl]phosphonate | 1011258-79-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: diethyl [1-(tert-butoxycarbonylamino-(naphthalen-1-yl)methyl)vinyl]phosphonate
• 英文别名: tert-butyl N-[2-[diethoxy(oxido)phosphaniumyl]-1-naphthalen-1-ylprop-2-enyl]carbamate
• CAS: 1011258-79-9
• 化学式: C₂₂H₃₀NO₅P
• 分子量: 419.458
• InChiKey: ONOBPPSGRFOFAL-UHFFFAOYSA-N

物化性质

• 沸点：
  566.1±50.0 °C(predicted)
• 密度：
  1.145±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  29
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  79.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 diethyl [2-tert-butoxycarbonylamino-1-(diethoxyphosphoryl)-2-(naphthalen-1-yl)ethyl]phosphonate 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 5.17h， 以73%的产率得到diethyl [1-(tert-butoxycarbonylamino-(naphthalen-1-yl)methyl)vinyl]phosphonate
  参考文献：
  名称：

  A new access to substituted tetraethyl N-Boc 2-aminoethylidene-1,1-bisphosphonates and phosphonyl-substituted aza-Morita–Baylis–Hillman-type adducts

  摘要：

  A general one-pot synthesis of substituted 2-aminoethylidene-1,1-bisphosphonates has been developed. The protocol involves base-induced addition of sodium tetraethyl methylenebisphosphonate to N-Boc imines generated in situ from N-Boc-alpha-amidoalkyl-p-tolylsulfones by the action of sodium hydride. The direct and efficient conversion of the title compounds into aza-Morita-Baylis-Hillman-type adducts has been also elaborated. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.11.072

文献信息

• A new access to substituted tetraethyl N-Boc 2-aminoethylidene-1,1-bisphosphonates and phosphonyl-substituted aza-Morita–Baylis–Hillman-type adducts
  作者：Anna Gajda、Tadeusz Gajda

  DOI：10.1016/j.tet.2007.11.072

  日期：2008.2

  A general one-pot synthesis of substituted 2-aminoethylidene-1,1-bisphosphonates has been developed. The protocol involves base-induced addition of sodium tetraethyl methylenebisphosphonate to N-Boc imines generated in situ from N-Boc-alpha-amidoalkyl-p-tolylsulfones by the action of sodium hydride. The direct and efficient conversion of the title compounds into aza-Morita-Baylis-Hillman-type adducts has been also elaborated. (c) 2007 Elsevier Ltd. All rights reserved.