1‐phosphonomethylpyrrolidine‐2‐carboxylic acid | 99478-47-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1‐phosphonomethylpyrrolidine‐2‐carboxylic acid
• 英文别名: [(2-carboxypyrrolidin-1-yl)methyl]phosphonic acid；(S)-proline-N-methylphosphonic acid；1-phosphonomethyl hydroxyproline；N-L-prolinemethylphosphonic acid；N-phosphonomethyl-L-proline；(S)-N-(phosphonomethyl)proline；Prolinomethylphosphonic acid；(2S)-1-(phosphonomethyl)pyrrolidine-2-carboxylic acid
• CAS: 99478-47-4
• 化学式: C₆H₁₂NO₅P
• mdl: MFCD00475530
• 分子量: 209.139
• InChiKey: VKPXRUJVBJBKGE-YFKPBYRVSA-N

物化性质

• 沸点：
  472.3±55.0 °C(Predicted)
• 密度：
  1.581±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -3.6
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  98.1
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  lead(II) acetate trihydrate 、 1‐phosphonomethylpyrrolidine‐2‐carboxylic acid 在 Bu₄NOH 作用下， 以 水 为溶剂， 以63.6%的产率得到
  参考文献：
  名称：

  Hydrothermal synthesis and crystal structure of a novel lead(II) phosphonate containing trifunctional phosphonate anions: Pb4O[O3PCH2–NC4H7–CO2]2

  摘要：

  Hydrothermal reaction of lead(II) acetate with proline-N-methyl-phosphonic acid, namely, (S)-HO3PCH2-NHC4H7-CO2H at 180 degrees C has resulted in a novel layered compound, Pb4O[O3PCH2-NC4H7-CO2](2) 1. The novel compound has been characterized by single-crystal X-ray diffraction, elemental analysis, infrared spectroscopy and thermogravimetric analysis. The compound features a layered structure in ab plane, and the layers have an inorganic 'core' with the organic part of the phosphonate anion being directed into the interlayer region. (C) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.inoche.2006.07.022
• 作为产物：
  描述：

  L-脯氨酸 在 甲醇 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 1‐phosphonomethylpyrrolidine‐2‐carboxylic acid
  参考文献：
  名称：

  含 P-C-N 片段的单和双磷取代脯氨酸衍生物的合成

  摘要：

  基于特殊的预先制备的含脯氨酸合成子，开发了合成含有 P-C-N 片段的新型单和二磷取代脯氨酸衍生物的便捷方法。还合成了包括脯氨酸片段的相应有机磷酸。

  DOI：

  10.1007/s11172-016-1519-4

文献信息

• Synthesis of new mono- and bisorganophosphorus proline derivatives with P-C-N moieties
  作者：Andrey A. Prishchenko、Mikhail V. Livantsov、Olga P. Novikova、Ludmila I. Livantsova、Valery S. Petrosyan

  DOI：10.1002/hc.21358

  日期：2017.1

  The various methods of aminomethylation of some PH-acids with proline and their derivatives are investigated. The numerous derivatives of proline and corresponding phosphonates, phosphonites, phosphinates, and phosphorane with proline moieties are presented.

  研究了用脯氨酸及其衍生物氨甲基化某些 PH 酸的各种方法。介绍了脯氨酸和相应的膦酸盐、亚膦酸盐、次膦酸盐和具有脯氨酸部分的正膦的众多衍生物。
• Rapid Suzuki‐Miyaura cross‐coupling reaction catalyzed by zirconium carboxyphosphonate supported mixed valent Pd(0)/Pd(II) catalyst
  作者：Bagmita Bhattacharyya、Jyoti Prasad Biswas、Shashank Mishra、Nayanmoni Gogoi

  DOI：10.1002/aoc.5017

  日期：2019.8

  Mixed valent Pd(0)/Pd(II) nano‐sized aggregates supported onto a chemically robust layered zirconium carboxyphosphonate framework is prepared and its catalytic activity in Suzuki‐Miyaura cross coupling reaction is explored. The exceptionally high catalytic efficacy of the heterogeneous catalyst in Suzuki‐Miyaura cross coupling reaction is signified by remarkably short reaction time 2 minutes and high

  制备了混合的价Pd（0）/ Pd（II）纳米级聚集体，该聚集体负载在化学稳固的层状羧基磷酸锆锆上，并探索了其在Suzuki-Miyaura交叉偶联反应中的催化活性。铃木-宫浦交叉偶联反应中非均相催化剂的极高催化效率通过2分钟的短反应时间和1.3 x 10 4  hr -1的高周转频率来表明。催化剂可以循环使用几次，而不会显着降低催化效力，而光谱，结构和微观研究表明，即使在第五次催化循环后，催化剂的完整性也是如此。羧基膦酸锆骨架在双Pd（0）/ Pd（II）氧化态下与钯发生强烈相互作用的独特能力已归因于这种催化效率的显着提高。
• Hydrothermal synthesis and crystal structure of two Co phosphonates containing trifunctional phosphonate anions: Co3(O3PCH2NH2CH2PO3)2 and Co3(O3PCH2-NC4H7-CO2)2·5H2O
  作者：Adele Turner、Paul-Alain Jaffrès、Elizabeth J. MacLean、Didier Villemin、Vickie McKee、Gary B. Hix

  DOI：10.1039/b212266a

  日期：2003.3.24

  Two cobalt phosphonates containing trifunctional phosphonate anions have been synthesised and their structures solved by single crystal diffraction. Co3(O3PCH2NH2CH2PO3)2 (3) was formed as blue crystals. The material has three channel systems in the [001] direction formed by the cross-linking of chains of tetrahedrally co-ordinated Co atoms. Co3(O3PCH2-NC4H7-CO2)2·5H2O (4), which contains anions derived from proline, was formed as purple crystals. (4) is composed of layers that contain holes. The layers stack in the [001] direction such that channels are formed in the same direction, in which the water molecules are located.

  两种含有三官能膦酸根阴离子的钴膦酸盐已经合成，并通过单晶衍射确定了其结构。Co3(O3PCH2NH2CH2PO3)2（3）形成蓝色晶体。该材料在[001]方向上有三个通道系统，由四面体配位Co原子链的交联形成。Co3(O3PCH2-NC4H7-CO2)2·5H2O（4）含有来自脯氨酸的阴离子，形成紫色晶体。（4）由含有孔洞的层组成。这些层沿[001]方向堆叠，从而形成相同方向的水通道，水分子位于其中。
• A 3D porous hetero-metal compound with helical channels
  作者：Hai-Yang Liu、Zhen-Jie Zhang、Wei Shi、Bin Zhao、Peng Cheng、Dai-Zheng Liao、Shi-Ping Yan

  DOI：10.1039/b904910j

  日期：——

  A 3D porous hetero-metal compound, which is constructed from the heptanuclear zinc clusters has two types of helical channels, and shows hydrogen adsorption capacity when loaded at 77 K under 0.8 MPa.

  一种由七核锌簇构成的3D多孔异质金属化合物具有两种螺旋通道，在77 K、0.8 MPa的压力下加载时具有氢吸附能力。
• Method of scale inhibition
  申请人：Thermphos Trading GmbH

  公开号：EP1886976A1

  公开（公告）日：2008-02-13

  A method is disclosed to inhibit scale formation in aqueous systems whereby a threshold amount of a scale inhibiting agent, represented by an aminoacid alkylphosphonic acid, is added to the aqueous system. The aminoacid moiety can be represented by α-species or by species having, at least, two or more carbon atoms between the carboxylic moiety and the amine group. These aminoacid based inhibitors exhibit unusually superior performance and system acceptability compared to leading state-of-the-art inhibitors.

  本发明公开了一种抑制水性体系中水垢形成的方法，即在水性体系中加入一定阈值量的阻垢剂，该阻垢剂以氨基酸烷基膦酸为代表。氨基酸分子可以是 α 种，也可以是在羧基和胺基之间至少有两个或两个以上碳原子的分子。与最先进的抑制剂相比，这些基于氨基酸的抑制剂表现出异常优异的性能和系统可接受性。