diethyl (1-aminomethyl)phosphonate hydrochloride | 50917-71-0

• 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 (1-aminomethyl)phosphonate hydrochloride
• 英文别名: diethyl aminomethylphosphonate hydrochloride；Diethyl (aminomethyl)phosphonate hydrochloride；diethoxyphosphorylmethanamine;hydrochloride
• CAS: 50917-71-0
• 化学式: C₅H₁₄NO₃P*ClH
• 分子量: 203.606
• InChiKey: QNEUSMOUOOSHKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.54
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  63.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  BOC-甘氨酸 、 diethyl (1-aminomethyl)phosphonate hydrochloride 在 TEA 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 生成 [(2-tert-Butoxycarbonylamino-acetylamino)-methyl]-phosphonic acid diethyl ester
  参考文献：
  名称：

  Hermann, Petr; Lukes, Ivan; Maca, Bohumil, Phosphorus, Sulfur and Silicon and the Related Elements, 1993, vol. 79, # 1,4, p. 43 - 54

  摘要：

  DOI：
• 作为产物：
  描述：

  diethyl (((diphenylmethylene)amino)methyl)phosphonate 在 盐酸 作用下， 以 乙醚 为溶剂， 反应 6.0h， 生成 diethyl (1-aminomethyl)phosphonate hydrochloride
  参考文献：
  名称：

  Oxidative Deprotection of Diphenylmethylamines

  摘要：

  [GRAPHICS]The diphenylmethyl amino protecting group can be efficiently removed by initial oxidation of the amine to an imine by 2,3-dichloro-5,6-dicyanobenzoquinone. The resulting imine can then be easily hydrolyzed under mildly acidic conditions. This method is particularly well suited for the preparation of alpha-amino phosphinates and alpha-amino phosphonates.

  DOI：

  10.1021/ol990956i

文献信息

• T3P® – A Benign Desulfurating Reagent in the Synthesis of Isothiocyanates
  作者：Tadeusz Gajda、Łukasz Janczewski、Anna Gajda、Sebastian Frankowski、Tomasz Goszczyński

  DOI：10.1055/s-0036-1591842

  日期：2018.3

  Abstract A number of alkyl, aryl and bifunctional isothiocyanates are obtained in moderate to high yields (41–94%) in a two-step, one-pot reaction of the parent primary amines or their salts with carbon disulfide, followed by reaction of the thus formed dithiocarbamates with T3P® (propane phosphonic acid anhydride) as a new and efficient desulfurating agent. A number of alkyl, aryl and bifunctional isothiocyanates

  摘要 在母体伯胺或其盐与二硫化碳的两步一锅反应中，以中等至高收率（41-94％）获得了许多烷基，芳基和双官能异硫氰酸酯。与T3P形成二硫代氨基甲酸酯®（丙烷膦酸酐）作为一种新的和有效的脱硫剂。 在母体伯胺或其盐与二硫化碳的两步一锅反应中，以中等至高收率（41-94％）获得了许多烷基，芳基和双官能异硫氰酸酯。与T3P形成二硫代氨基甲酸酯®（丙烷膦酸酐）作为一种新的和有效的脱硫剂。
• Synthesis of Diethyl (1-Aminoalkyl)phosphonates Under Solid-Liquid Phase-Transfer Catalysis Conditions
  作者：J. P. Genet、J. Uziel、A. M. Touzin、S. Juge

  DOI：10.1055/s-1990-26782

  日期：——

  Alkylations of the stable diethyl N-(diphenylmethylene) aminomethylphosphonate (1) under solid-liquid phase-transfer catalysis (PTC) with or without solvent to give N-(diphenylmethylene) aminomethylphosphonic esters 2 are described. Acidic hydrolysis of 2 afforded diethyl (1-aminoalkyl)phosphonates 3 in good yields.

  在固液相转移催化（PTC）条件下，稳定的二乙基N-(二苯基亚甲基)氨基甲基膦酸酯（1）的无溶剂或有溶剂烷基化反应得到了N-(二苯基亚甲基)氨基甲基磷酸酯2。酯2的酸性水解以良好的产率提供了二乙基(1-氨基烷基)膦酸酯3。
• Synthesis of α -aminophosphonic acids by Pd(O) alkylation of diethyl aminomethylphosphonate schiff bases.
  作者：J.P. Genet、J. Uziel、S. Juge

  DOI：10.1016/s0040-4039(00)80546-8

  日期：1988.1

  γ, δ -Unsaturated α -amino phosphonic acids are obtained by alkylation of Schiff bases , in the presence of a palladium catalyst under neutral or basic conditions in THF or DME, using allylic carbonates, esters or halides (50–80 % yields).

  γ，δ不饱和α -氨基膦酸由席夫碱的烷基化获得，在钯催化剂存在下在THF或DME中性或碱性条件下的存在下，使用烯丙基碳酸酯，酯或卤化物（50-80％产率）。
• Synthesis and Plant Growth Regulating Activity of New Triazolo- and Pyrazolopyrimidine Derivatives Of Aminomethyl, Aminoalkyloxymethyl Dimethylphosphine Oxides and (Aminomethane)Phosphonic Acid Esters
  作者：Elena Stanoeva、Sabi Varbanov、Vera Alexieva、Iskren Sergiev、Vesselina Vasileva、Marieta Rashkova、Angelina Georgieva

  DOI：10.1080/10426500008076331

  日期：2000.2

  Abstract New triazolo[4,5-d]pyrimidine and pyrazolo[3,4-d]pyrimidine derivatives of aminomethyl-and aminomethyloxymethyl dimethylphosphine oxides 8–14 as well as of esters of (aminomethane) phosphonic acid 18–20 were synthesized. The structure of the compounds prepared was confirmed by means of elemend analysis, IR, 1H- and 31P(1H)-NMR spectroscopy. Tertiary phosphine oxides 8, 9 and 12 as well as

  摘要 合成了氨甲基和氨甲氧基甲基二甲基膦氧化物 8-14 以及（氨基甲烷）膦酸酯 18-20 的新三唑并[4,5-d]嘧啶和吡唑并[3,4-d]嘧啶衍生物。制备的化合物的结构通过元素分析、IR、1H-和31P(1H)-NMR光谱证实。叔氧化膦 8、9 和 12 以及膦酸酯 20 显示出除草和植物生长调节活性。
• Cephalosporin compounds
  申请人：Merck & Co., Inc.

  公开号：US03962224A1

  公开（公告）日：1976-06-08

  Novel 7-azido-3-cephem compounds are prepared via .alpha.-amino-phosphonoacetate esters. The cephem compounds are intermediates for the preparation of novel and known useful antibiotic cephalosporins.

  通过α-氨基-磷酸酯酯制备新型7-偶氮基-3-头孢烯化合物。这些头孢烯化合物是制备新型和已知有用的抗生素头霉素的中间体。