diethyl [2-tert-butoxycarbonylamino-1-(diethoxyphosphoryl)-2-(naphthalen-1-yl)ethyl]phosphonate | 1011258-63-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: diethyl [2-tert-butoxycarbonylamino-1-(diethoxyphosphoryl)-2-(naphthalen-1-yl)ethyl]phosphonate
• 英文别名: tert-butyl N-[2,2-bis[diethoxy(oxido)phosphaniumyl]-1-naphthalen-1-ylethyl]carbamate
• CAS: 1011258-63-1
• 化学式: C₂₅H₃₉NO₈P₂
• 分子量: 543.534
• InChiKey: COGLDTKPPMHEHN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  36
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  121
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  diethyl [2-tert-butoxycarbonylamino-1-(diethoxyphosphoryl)-2-(naphthalen-1-yl)ethyl]phosphonate 在 盐酸 作用下， 反应 10.0h， 以52%的产率得到[2-amino-2-(naphthalen-1-yl)-1-phosphonoethyl]phosphonic acid hydrochloride
  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
• 作为产物：
  描述：

  tert-butyl N-[(4-methylphenyl)sulfonyl-naphthalen-1-ylmethyl]carbamate 、 亚甲基二磷酸四乙酯 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 3.67h， 以92%的产率得到diethyl [2-tert-butoxycarbonylamino-1-(diethoxyphosphoryl)-2-(naphthalen-1-yl)ethyl]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.