Dimethyl-N-trichloroacetylamidophosphate | 1666-45-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: Dimethyl-N-trichloroacetylamidophosphate
• 英文别名: dimethyl N-trichloroacetylamidophosphate；trichloroacetyl-amidophosphoric acid dimethyl ester；Trichloracetyl-amidophosphorsaeure-dimethylester；N--trichloressigsaeure-amid；Phosphorsaeure-dimethylester-trichloracetylamid；2,2,2-trichloro-N-dimethoxyphosphorylacetamide
• CAS: 1666-45-1
• 化学式: C₄H₇Cl₃NO₄P
• mdl: MFCD00181981
• 分子量: 270.437
• InChiKey: FGXOGRSGUNCHQL-UHFFFAOYSA-N

物化性质

• 熔点：
  105-107 °C
• 密度：
  1.576±0.06 g/cm3(Predicted)
• 溶解度：
  >40.6 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  neodymium(III) nitrate hexahydrate 、 Dimethyl-N-trichloroacetylamidophosphate 、 2 2'-联嘧啶 在 sodium isopropylate 、 HC(OEt)3 作用下， 以 异丙醇 为溶剂， 以70%的产率得到[(Nd(dimethyl N-trichloroacetylamidophosphate(1-))3)2(μ-2,2'-bipyrimidine)]
  参考文献：
  名称：

  Synthesis and investigations of mixed-ligand lanthanide complexes with N,N′-dipyrrolidine-N′′-trichloracetylphosphortriamide, dimethyl-N-trichloracetylamidophosphate, 1,10-phenanthroline and 2,2′-bipyrimidine

  摘要：

  Coordination compounds with general formula [Ln(L(1))(3)phen], where Ln = Nd, Eu, Er, Yb, HL(1) = N,N'-dipyrrolidine-N ''-trichloracetylphosphortriamide, phen=1,10-phenanthroline; [Ln(L(1))(3)bpm], where Ln = La, Nd, Eu, Gd, Er, Y, bpm = 2,2'-bipyrimidine and [{Ln(L(2))(3)}(2)(mu-bpm)], where Ln = La, Nd, Eu, Gd, Er, Y, HL(2) = dimethyl-N-trichloracetylamidophosphate have been synthesized and characterized by means of IR and UV-Vis spectroscopy. Crystal structures of [Nd(L(1))(3)phen] (1), [Nd(L(1))(3)bpm] (2) and [{Nd(L(2))(3)}(2)(mu-bpm)] (3) have been determined. It was found, that in the deprotonated form the phosphoryl ligands (L(1))- and (L(2))- are coordinated to the neodymium atoms in a bidentate manner via the oxygen atoms of the phosphoryl and the carbonyl groups with formation of six-membered metallocycles. In the case of compounds 1 and 2 the 1,10-phenanthroline (or 2,2'-bipyrimidine) molecules are coordinated to the metals in a bidentate manner via the nitrogen atoms. In contrast 2,2'-bipyrimidine acts in the bidentate-bridge mode forming binuclear complex 3. Variable-temperature magnetic susceptibility measurements of 3 and [{Gd(L(2))(3)}(2)(mu-bpm)] (4) reveal a weak antiferromagnetic interaction between the two magnetic centres, whereas in the case of [{Eu(L(2))(3)}(2)(mu-bpm)] (5) the presence of spin-orbit coupling leads to a deviation from the Curie and Curie-Weiss laws. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2009.08.017
• 作为产物：
  描述：

  甲醇 、 N-(Dichlorophosphinyl)-imino-tetrachlorethan 生成 Dimethyl-N-trichloroacetylamidophosphate
  参考文献：
  名称：

  Steinkopf, Chemische Berichte, 1908, vol. 41, p. 3585

  摘要：

  DOI：

文献信息

• Metal carbacylamidophosphates: ability of coordination patterns to di- and polymerization
  作者：Elizaveta A. Trush、Vladimir M. Amirkhanov、Vladimir A. Ovchynnikov、Jolanta Swiatek-Kozlowska、Kateryna A. Lanikina、Konstantin V. Domasevitch

  DOI：10.1016/s0277-5387(03)00128-1

  日期：2003.5

  and polymeric motifs either by μ 2 -phosphorylic bridges, donor atoms of the morpholine substitute or employing an additional bridging ligand. Cobalt and nickel solvates [ML} 2 (Pr i OH)] 2 exist as characteristic dimers sustained by phosphoryl bridges between octahedral metal atoms, while copper complexes aggregate through self-complementary CuO interactions with a morpholine substitute forming

  摘要具有碳酰氨基磷酸盐配体Cl 3 C（O）NP（O）R 2}-（R = OMe，NEt 2，NHCH 2 Ph，N-吗啉基）的钴（II），镍（II）和铜（II）配合物通过X射线衍射，IR，UV-Vis光谱和热分析来表征。有机配体通过磷酰基和羰基的氧原子配位，形成六元螯合循环。分子单元M L} 2显示出自我缔合的能力，并通过μ2-磷酸桥，吗啉代用品的供体原子或采用其他桥联配体容易产生不同的二-和聚合物基序。钴和镍的溶剂化物[M L} 2（Pr i OH）] 2作为特征性二聚体而存在，由八面体金属原子之间的磷酰基桥所维持，而铜络合物通过与吗啉代用品之间的自互补CuO相互作用聚集，形成一维链[Cu L} 2] n或涉及末端2-丙醇配体的二聚体[Cu L} 2（Pr i OH）] 2 。[Cu L} 2]（R = N-吗啉基）的结合位点的构型有利于分子与Cu5O（吗啉）在约2.55
• Structure of Tl(18-crown-6){Cl₃CC(O)N P(O)(OCH₃)₂}: Coordination of the Ionic Multidentate Weakens the Interaction of the Metal Atom with the Crown Ether
  作者：Victor A. Trush、Konstantin V. Domasevitch、Vladimir M. Amirkhanov、Joachim Sieler

  DOI：10.1515/znb-1999-0405

  日期：1999.4.1

  The thallium(I) dimethyl-N-trichloroacetylamidophosphate complex with a 18-crown-6 of the composition Tl(18-crown-6)L} (L = Cl₃CC(O)NP(O)(OCH₃)₂} ^-) has been prepared and characterized by means of IR spectroscopy and X-ray diffraction (orthorhombic, space group P2₁2₁2₁ with a = 8.660( 1), b = 11.557(2), c =26.296(3) Å, Z = 4, V = 2631.8(6) ų; R1 = 0.0285 and wR2 = 0.0558 for 4314 unique reflections). It was shown that (L^-) is coordinated to the central atom in a bidentate manner via oxygen atoms of phosphoryl [Tl-O(l) 2.678(4) Å] and carbonyl groups [Tl-O(2) 3.012(6) Å.The Tl( 18-crown-6)⁺ moiety adopts a typical “sunrise” coordination with the metal atom laying 1.134(2) Å above the mean plane of the oxygen atoms of the macrocycle. This deviation is the highest value of the structurally examined Tl( 18- crown-6 )⁺ complexes. The Tl-O (etheric) separations are in the range 2.913(4) - 3.198(5) Å (av. 3.030(6) Å).

  已经制备出并通过红外光谱和X射线衍射表征了含有18-冠-6的硝酸三氯乙酰胺磷酸二甲酯亚胺配合物Tl（18-冠-6）L}（L = Cl₃CC（O）NP（O）（OCH₃）₂ } ^-），晶体属于正交晶系，空间群P2₁2₁2₁，a = 8.660（1），b = 11.557（2），c = 26.296（3）Å，Z = 4，V = 2631.8（6）ų；对于4314个唯一反射，R1 = 0.0285，wR2 = 0.0558。结果表明，（L^-）以磷酸酯氧原子[Tl-O（l）2.678（4）Å]和羰基基团[Tl-O（2）3.012（6）Å]的双齿方式与中心原子配位。Tl（18-冠-6）⁺结构部分采用典型的“日出”配位方式，金属原子位于大环氧原子的平均平面之上1.134（2）Å。这种偏差是结构上检查的Tl（18-冠-6）⁺配合物中最大的。Tl-O（醚）间距在2.913（4）-3.198（5）Å范围内（平均值为3.030（6）Å）。
• Process for the preparation of 7-acylamino-3-(thio-substituted)methyl-3-cephem-4-carboxylic acid 1-oxide derivatives
  申请人：GIST-BROCADES N.V.

  公开号：EP0047560A2

  公开（公告）日：1982-03-17

  Process for the preparation of 7-acylamino-3-(thio--substituted)methyl-3-cephem-4-carboxylic acid 1-oxide derivatives by reacting a 7-acylamino-3-bromomethyl-3--cephem-4-carboxylic acid 1-oxide derivative with a silylated thiol of the general formula: wherein R represents an organic group, preferably a 5- or 6-membered heterocyclic group, which reaction is preferably carried out in the presence of an inert organic solvent at a temperature between - 20° and 80°C thereby obtaining the corresponding 7-acylamino-3-(R--thiomethyl)-3-cephem-4-carboxylic acid 1-oxide derivatives, many of which are valuable intermediates in methods for the preparation of therapeutically active cephalosporins.

  7-acylamino-3-(thio--substituted)methyl-3-cephem-4-carboxylic acid 1-oxide derivatives 的制备方法，该方法是将 7-acylamino-3-bromomethyl-3-cephem-4-carboxylic acid 1-oxide derivatives 与通式如下的硅烷化硫醇反应： 其中 R 代表有机基团，最好是 5 或 6 元杂环基团，该反应最好在惰性有机溶剂存在下进行，温度在 -20° 至 80°C 之间，从而得到相应的 7-酰氨基-3-(R--硫甲基)-3-头孢-4-羧酸 1-氧化物衍生物，其中许多衍生物是制备具有治疗活性的头孢菌素的重要中间体。
• Improved process for the silylation of organic compounds with 1,1,1-trimethyl-N-(trimethylsilyl)silanamine by means of catalysis with certain nitrogen containing compounds
  申请人：GIST-BROCADES N.V.

  公开号：EP0043630A2

  公开（公告）日：1982-01-13

  Improved process for the silylation of organic compounds with 1,1,1-trimethyl-N-(trimethyl)silanamine by means of catalysis with certain nitrogen containing organic compounds. The organic compounds which may be silylated by the improved process are carrying one or more -OH, -NH or SH groups, for example alcohols, phenols, carboxylic acids, amines, amides, aminoacids and thiols. The nitrogen containing catalysts are compounds with the general formula wherein X represents a hydrogen atom, a trialkylsilyl group or an electron-withdrawing group and Y represents an electron-withdrawing group. Novel trimethylsilylated thiols and novel trimethylsilylated 3'-substituted cephalosporanic acid derivatives are prepared by the improved process.

  用 1,1,1-三甲基-N-(三甲基)硅烷胺与某些含氮有机化合物催化硅烷化的改进工艺。可通过改进工艺进行硅烷化的有机化合物带有一个或多个-OH、-NH 或 SH 基团，例如醇、酚、羧酸、胺、酰胺、氨基酸和硫醇。含氮催化剂是通式如下的化合物 其中 X 代表氢原子、三烷基硅烷基或抽电子基团，Y 代表抽电子基团。新型三甲基硅烷基化硫醇和新型三甲基硅烷基化 3'-取代头孢菌素酸衍生物是通过改进的工艺制备的。
• A process for preparing acid halides
  申请人：ELI LILLY AND COMPANY

  公开号：EP0381451A1

  公开（公告）日：1990-08-08

  An improved process for preparing trialkylsilyl ester and acid halide derivatives of carboxylic acids is provided along with novel trialkylsilyl ester intermediates of 2-(2-furyl)-2-methoximinoacetic acid.

  本研究提供了一种制备羧酸三烷基硅酯和酸卤化物衍生物的改进工艺，以及 2-(2-呋喃基)-2-甲氧基亚氨基乙酸的新型三烷基硅酯中间体。