N-(1-氧代十四烷基)-L-谷氨酸单钾盐(9CI) | 727-16-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(1-氧代十四烷基)-L-谷氨酸单钾盐(9CI)
• 英文名称: vinyl-phosphonic acid diphenyl ester
• 英文别名: diphenyl vinylphosphonate；Vinyl-phosphonsaeure-diphenylester；Phosphonic acid, ethenyl-, diphenyl ester；[ethenyl(phenoxy)phosphoryl]oxybenzene
• CAS: 727-16-2
• 化学式: C₁₄H₁₃O₃P
• 分子量: 260.229
• InChiKey: VLHORJVZAKSXHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(1-氧代十四烷基)-L-谷氨酸单钾盐(9CI) 在 三氟甲磺酸 作用下， 以 水 为溶剂， 反应 24.0h， 以95%的产率得到乙烯基膦酸
  参考文献：
  名称：

  布朗斯台德酸催化的将膦酸酯选择性转化为膦酸的湿法和干法工艺。

  摘要：

  已经开发了通过布朗斯台德酸催化的将膦酸酯转化为膦酸的“湿”法和两种“干”法。因此，在水的存在下，通常可以在140°C的温度下，通过三氟甲基磺酸（TfOH）催化，将一系列烷基，烯基和芳基取代的膦酸酯水解成相应的膦酸，产率高（湿法）。另一方面，使用膦酸酯的特定取代基，可以在没有水的条件下在较温和的条件下实现向相应膦酸的转化（干燥过程）。因此，在80℃下在甲苯或苯中以高收率平稳地进行了二苄基膦酸酯向相应膦酸的转化。此外，也可以在反应条件下将苄基膦酸酯RP（O）（OR'）（OBn）选择性转化为相应的单膦酸RP（O）（OR'）（OH）。通过生成二异丁烯进行脱烷基叔丁基膦酸酯和TfOH的相关催化即使在室温下也能以高至高收率得到相应的膦酸。Nafion对这些反应也显示出高催化活性。通过使用Nafion作为催化剂，可以通过简单的方法容易地大规模制备膦酸。

  DOI：

  10.1021/acs.joc.0c00550
• 作为产物：
  描述：

  乙烯基膦酰氯 、 苯酚 在 乙醚 、 三乙胺 作用下， 生成 N-(1-氧代十四烷基)-L-谷氨酸单钾盐(9CI)
  参考文献：
  名称：

  Kabatschnik; Medwed', Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1959, p. 2142,2143

  摘要：

  DOI：

文献信息

• ORGANOPHOSPHORUS COMPOUND AND FLAME RETARDANT AGENT COMPRISING SAME, AND METHOD FOR PRODUCING ORGANOPHOSPHORUS COMPOUND
  申请人：Maruzen Petrochemical Co., Ltd.

  公开号：US20200270288A1

  公开（公告）日：2020-08-27

  An object is to provide a novel organophosphorus compound which can impart flame retardancy to an amorphous resin in a smaller addition amount without deteriorating heat resistance and transparency, and also can be applied to a wide range of resins, a flame retardant containing the same, and a method for producing an organophosphorus compound. An organophosphorus compound represented by the following general formula (1) (wherein R 1 and R 2 are independently hydrogen, an alkyl group having 1 to 15 carbon atoms, an aryl group having 6 to 12 carbon atoms, an aralkyl group having 7 to 15 carbon atoms, or an alkylaryl group having 7 to 15 carbon atoms, R 3 and R 4 are independently an alkyl group having 1 to 15 carbon atoms, an aryl group having 6 to 12 carbon atoms, an aralkyl group having 7 to 15 carbon atoms, an alkylaryl group having 7 to 15 carbon atoms, an alkoxy group having 1 to 15 carbon atoms, an aryloxy group having 6 to 12 carbon atoms, an aralkyloxy group having 7 to 15 carbon atoms, or an alkylaryloxy group having 7 to 15 carbon atoms, provided that R 3 and R 4 may be bound to each other to form a ring, and m and n are independently 1, 2, 3 or 4), a flame retardant containing the same, and a method for producing an organophosphorus compound.

  提供一种新型有机磷化合物，可以在较小的添加量下赋予无定形树脂阻燃性能，而不会降低耐热性和透明性，同时也可以应用于广泛范围的树脂中，包括含有相同化合物的阻燃剂，以及一种生产有机磷化合物的方法。所述有机磷化合物由以下通用式(1)表示（其中R1和R2分别为氢、具有1至15个碳原子的烷基基团、具有6至12个碳原子的芳基基团、具有7至15个碳原子的芳基烷基基团或具有7至15个碳原子的烷基芳基基团，R3和R4分别为具有1至15个碳原子的烷基基团、具有6至12个碳原子的芳基基团、具有7至15个碳原子的芳基烷基基团、具有7至15个碳原子的烷基芳基基团、具有1至15个碳原子的烷氧基、具有6至12个碳原子的芳氧基、具有7至15个碳原子的芳基烷氧基或具有7至15个碳原子的烷基芳氧基，其中R3和R4可以结合形成环，m和n分别为1、2、3或4），包含相同化合物的阻燃剂，以及一种生产有机磷化合物的方法。
• A Practical and Efficient Green Synthesis of β-Aminophosphoryl Compounds via the Aza-Michael Reaction in Water
  作者：Ekaterina V. Matveeva、Anatoly E. Shipov、Irina L. Odinets

  DOI：10.1080/10426507.2010.511358

  日期：2011.3.31

  as a solvent (without any cosolvent) promotes the aza-Michael reaction of diethyl vinylphosphonate and diphenylvinylphosphine oxide with a wide range of N-nucleophiles. The solubility of the starting phosphorus substrate in water does not play a crucial role in the reaction course, decreasing to some extent the reaction rate. The reaction can be performed either at room temperature or under reflux to

  摘要 使用水作为溶剂（没有任何助溶剂）促进了乙烯基膦酸二乙酯和二苯基乙烯基氧化膦与多种 N-亲核试剂的氮杂-迈克尔反应。起始磷底物在水中的溶解度在反应过程中不起关键作用，在一定程度上降低了反应速率。该反应可以在室温或回流下进行，以通过简单的冷冻干燥分离程序以优异的产率和高纯度提供相应的 β-氨基膦酸酯和 β-氨基膦氧化物。碱性催化剂的应用使得弱亲核试剂如α-氨基酸及其磷类似物的添加成为可能；即α-氨基膦酸。
• Photoredox-Catalyzed Deformylative 1,4-Addition of 2′-Deoxy-5′-<i>O</i>-phthalimidonucleosides for Synthesis of 5′-Carba Analogs of Nucleoside 5′-Phosphates
  作者：Yuta Ito、Airi Kimura、Takashi Osawa、Yoshiyuki Hari

  DOI：10.1021/acs.joc.8b00637

  日期：2018.9.21

  approach for the synthesis of the 5′-carba analogs of nucleoside 5′-phosphates from 2′-deoxy-5′-O-phthalimidonucleosides by a visible-light-mediated deformylative 1,4-addition was developed. This method enabled rapid and facile generation of 4′-carbon radicals of nucleosides. Moreover, this synthetic strategy was applicable to the 5′-carba analogs of nucleoside 5′-phosphates as well as other 5′-carba nucleosides

  开发了一种简明的方法，该方法通过可见光介导的脱甲酰基1，4-加成从2'-脱氧-5' - O-邻苯二甲酰亚胺核苷合成核苷5'-磷酸的5'-carba类似物。该方法使得能够快速且容易地生成核苷的4'-碳自由基。而且，该合成策略适用于核苷5'-磷酸的5'-carba类似物以及其他带有甲氧基羰基，氰基和N-甲基氨磺酰基的5'-carba核苷。
• METHOD FOR PRODUCING ALKENYL PHOSPHORUS COMPOUND
  申请人：MARUZEN PETROCHEMICAL CO., LTD.

  公开号：US20190263847A1

  公开（公告）日：2019-08-29

  Provided is a method for producing an alkenyl phosphorus compound which can produce an alkenyl phosphorus compound efficiently even with a smaller amount of a catalyst used than that used conventionally, and further which can maintain catalytic activity to produce an alkenyl phosphorus compound in high yield even at a larger reaction scale, and which can also be applied to quantity synthesis at an industrial scale using a conventional batch reactor or continuous reactor. A method for producing an alkenyl phosphorus compound, comprising: a step of reacting a compound represented by the following formula (1): [In formula (1), R 1 represents OR 3 or R 3 , R 2 represents OR 4 or R 4 , and R 3 and R 4 represent, for example, each independently a substituted or unsubstituted alkyl group.] with a compound represented by the following formula (2): R 5 —C≡CH  (2) [In formula (2), R 5 represents, for example, a hydrogen atom, or a substituted or unsubstituted alkyl group.] to produce the phosphorus alkenyl compound presented by at least any of the following formulas (3a) or (3b): [In formulas (3a) and (3b), R 1 and R 2 have the same meaning as defined in formula (1), and R 5 has the same meaning as defined in formula (2).], In which the compound represented by formula (1) is reacted with the compound represented by formula (2) using a transition metal catalyst, and a phosphorus oxo acid compound having an intramolecular P—H bond.

  提供的是一种生产烯基磷化合物的方法，该方法即使使用的催化剂量比传统方法少，也能高效地生产烯基磷化合物，而且能够在更大的反应规模下保持催化活性，以高收率生产烯基磷化合物，并且还可以在传统的批量反应器或连续反应器中进行工业规模的量产合成。 生产烯基磷化合物的方法包括以下步骤： 将以下式（1）所表示的化合物与以下式（2）所表示的化合物反应： 式（1）中，R1代表OR3或R3，R2代表OR4或R4，R3和R4例如各自独立地代表取代或未取代的烷基基团。 式（2）中，R5例如代表氢原子，或代表取代或未取代的烷基基团。 从而产生至少以下任一式（3a）或（3b）所表示的磷烯烃化合物： 式（3a）和（3b）中，R1和R2的含义与式（1）中定义的相同，R5的含义与式（2）中定义的相同。 其中，使用过渡金属催化剂和具有分子内P-H键的磷氧酸化合物使式（1）所表示的化合物与式（2）所表示的化合物反应。
• Derivatives of [2-(8,9-Dioxo-2,6-diazabicyclo[5.2.0]non-1(7)-en-2-yl)alkyl]phosphonic Acid and Methods of Making Them
  申请人：Baudy Bernhard Reinhardt

  公开号：US20070244100A1

  公开（公告）日：2007-10-18

  Compounds of formula (I) or pharmaceutically acceptable salts thereof are provided: wherein: A is alkylenyl of 1 to 4 carbon atoms, or alkenylenyl of 2 to 4 carbon atoms; R 1 and R 2 are, independently, hydrogen or a C 5 to C 7 aryl optionally substituted with 1 to 2 substituents, independently, selected from the group consisting of —C(O)R 3 , halogen, cyano, nitro, hydroxyl, C 1 -C 6 alkyl, and C 1 -C 6 alkoxy, with the proviso that at least one of R 1 and R 2 is not hydrogen; R 3 is, independently, hydrogen, —OR 4 , alkyl, aryl, or heteroaryl; R 4 is hydrogen, alkyl, aryl, or heteroaryl; R 5 and R 6 are, independently, hydrogen, alkyl, hydroxyl, alkoxy, or C 5 to C 7 aryl; wherein any R 3 to R 6 group having an aryl or heteroaryl moiety can optionally be substituted on the aryl or heteroaryl moiety with 1 to about 5 substituents, independently, selected from the group consisting of halogen, cyano, nitro, hydroxyl, C 1 -C 6 alkyl, and C 1 -C 6 alkoxy. Methods of making these compounds as well as methods using the compounds for treating a variety of conditions are also disclosed.

  提供化学式（I）的化合物或其药学上可接受的盐： 其中：A是1至4个碳原子的烷基或2至4个碳原子的烯基烷基； R1和R2独立地为氢或C5到C7芳基，可选地取代1至2个取代基，独立地从羟基，卤素，氰基，硝基，羟基，C1-C6烷基和C1-C6烷氧基的组中选择， 但至少一个R1和R2不是氢； R3独立地为氢，OR4，烷基，芳基或杂环芳基； R4为氢，烷基，芳基或杂环芳基； R5和R6独立地为氢，烷基，羟基，烷氧基或C5至C7芳基； 其中，任何具有芳基或杂环芳基基团的R3至R6基团可以选择地在芳基或杂环芳基基团上取代1至约5个取代基，独立地从卤素，氰基，硝基，羟基，C1-C6烷基和C1-C6烷氧基的组中选择。 还公开了制备这些化合物的方法以及使用这些化合物治疗各种疾病的方法。