diethyl (2-tert-butoxycarbonylamino-1-methylenepropyl)phosphonate | 1011258-72-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: diethyl (2-tert-butoxycarbonylamino-1-methylenepropyl)phosphonate
• 英文别名: tert-butyl N-[3-[diethoxy(oxido)phosphaniumyl]but-3-en-2-yl]carbamate
• CAS: 1011258-72-2
• 化学式: C₁₃H₂₆NO₅P
• 分子量: 307.327
• InChiKey: RIARXDHOYHIWQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  20
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.77
• 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)propyl]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 (2-tert-butoxycarbonylamino-1-methylenepropyl)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.