(1R,2R)-1-amino-2-hydroxy-propanephosphonic acid | 104198-86-9

• 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: (1R,2R)-1-amino-2-hydroxy-propanephosphonic acid
• 英文别名: (1R,2R)-2-Hydroxy-1-aminopropylphosphonsaeure；1-Amino-2-hydroxypropylphosphonic acid；(1R,2R)-phosphothreonine；[(1R,2R)-1-amino-2-hydroxypropyl]phosphonic acid
• CAS: 104198-86-9
• 化学式: C₃H₁₀NO₄P
• 分子量: 155.09
• InChiKey: YXMKFNFKRRYWFK-PWNYCUMCSA-N

物化性质

• 沸点：
  446.1±55.0 °C(Predicted)
• 密度：
  1.564±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -4.9
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  104
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  [(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxycarbonylamino-propyl]-phosphonic acid dimethyl ester 在 盐酸 作用下， 生成 (1R,2R)-1-amino-2-hydroxy-propanephosphonic acid
  参考文献：
  名称：

  Renaud, Philippe; Seebach, Dieter, Angewandte Chemie, 1986, vol. 98, # 9, p. 836 - 838

  摘要：

  DOI：

文献信息

• Elektrochemische Decarboxylierung vonL.-Threonin- und Oligopeptid-Derivaten unter Bildung vonN-Acyl-N, O-acetalen: Herstellung von Oligopeptiden mit Carboxamid-oder Phosphonat-C-Terminus
  作者：Dieter Seebach、Roland Charczuk、Christian Gerber、Philippe Renaud、Heinz Berner、Helmut Schneider

  DOI：10.1002/hlca.19890720302

  日期：1989.5.3

  Electrochemical Decarboxylation of L-Threonine and Oligopeptide Derivatives with Formation of N-Acyl-N, O-acetals: Preparation of Oligopeptides with Amide or Phophonate C-Terminus

  L-苏氨酸和寡肽衍生物的电化学脱羧反应，形成N-酰基-N，O-乙缩醛：酰胺或膦C-末端制备寡肽
• Complexes of aminophosphonates. Part 8. Copper(<scp>II</scp>) complexes of N-(phosphonomethyl)amino acids and related compounds
  作者：Malgorzata Jezowska-Bojczuk、Tamas Kiss、Henryk Kozłowski、Patrick Decock、Jozef Barycki

  DOI：10.1039/dt9940000811

  日期：——

  pH-Metric and spectroscopic (absorption and EPR) studies were made of the proton and copper(II) complexes of a series of ambidentate N-(phosphonomethyl)amino acids which contain both iminocarboxylate and iminophosphonate moieties. The stoichiometries and stability constants of the complexes formed were determined at 25°C and at an ionic strength of 0.20 mol dm–3(KCl). Stability data and spectroscopic

  对一系列含有亚氨基羧酸盐和亚氨基膦酸盐部分的N-（膦酰基甲基）氨基酸的质子和铜（II）配合物进行了pH计量和光谱（吸收和EPR）研究。在25°C和0.20 mol dm –3（KCl）的离子强度下测定形成的配合物的化学计量和稳定性常数。稳定性数据和光谱测量结果表明，第一个配体分子非常牢固地配位，形成了三齿等摩尔物质，而第二个配体分子在轴向赤道模式下与金属离子的结合效率大大降低。将结果与羧酸类似物亚氨基二乙酸和次氮基三乙酸的结果进行了比较。
• On the conversion of structural analogues of (S)-2-hydroxypropylphosphonic acid to epoxides by the final enzyme of fosfomycin biosynthesis in S. fradiae
  作者：Anna Schweifer、Friedrich Hammerschmidt

  DOI：10.1016/j.bmcl.2007.12.012

  日期：2008.5

  2-Hydroxyethyl- and (S)-2-hydroxybutylphosphonic acid were prepared, starting in the latter case from (S)-2-aminobutyric acid. They were fed to cultures of Streptomyces fradiae producing fosfomycin. Only the latter (150 mu g/mL of medium) was converted to the ethyl analogue of fosfomycin, isolated as 2-amino-1-hydroxybutylphosphonic acid (3%)in admixture with 2-amino-1-hydroxypropylphosphonic acid (97%) derived from fosfomycin. (c) 2008 Elsevier Ltd. All rights reserved.
• Asymmetric synthesis of α-amino β-hydroxy phosphonic acids via binap-ruthenium catalyzed hydrogenation
  作者：M Kitamura

  DOI：10.1016/00404-0399(50)11355-

  日期：1995.8.7
• SEEBACH, DIETER;CHARCZUK, ROLAND;GERBER, CHRISTIAN;RENAUD, PHILIPPE;BERNE+, HELV. CHIM. ACTA, 72,(1989) N, C. 401-425
  作者：SEEBACH, DIETER、CHARCZUK, ROLAND、GERBER, CHRISTIAN、RENAUD, PHILIPPE、BERNE+

  DOI：——

  日期：——