(1-氨基-2-甲基丁基)磷酸 | 20459-61-4

• 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
• 中文名称: (1-氨基-2-甲基丁基)磷酸
• 英文名称: α-Amino-β-methyl-butylphosphonsaeure
• 英文别名: (1-Amino-2-methylbutyl)phosphonic acid
• CAS: 20459-61-4
• 化学式: C₅H₁₄NO₃P
• 分子量: 167.145
• InChiKey: NOQKPEWLSMCOFU-UHFFFAOYSA-N

物化性质

• 熔点：
  274 °C
• 稳定性/保质期：
  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  -3
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  83.6
• 氢给体数：
  3
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 海关编码：
  2931900090
• 安全说明：
  S26,S37/39

反应信息

• 作为反应物：
  描述：

  (1-氨基-2-甲基丁基)磷酸 在 水 作用下， 反应 96.0h， 生成 1-hydroxy-2-methylbutylphosphonic acid 、 1-oxo-2-methylbutylphosphonic acid
  参考文献：
  名称：

  Bioconversion of aminophosphonates to hydroxyphosphonatesviatwo step redox reactions employing fungi

  摘要：

  The conversion path and the complex procedure of products separation elaborated for ketophosphonates and hydroxyphosphonates formed during the biotransformations of aminophoshonates are reported. Penicillium funiculosum (Thom 3), Geotrichum candidum (6593), Beauveria bassiana (271B) were applied for bioconversion of a racemic mixture of the phosphonic analogue of isoleucine (Ile(P)), whereas P. funiculosum (Thom 3), F. oxysporum (DSM 12646) and Trigonopsis variabilis (DSM 70714) were used for transformation of the phosphonic analogue of valine (Val(P)). The biocatalytic processes were analysed to confirm and to compare the path and the selectivity of the biological conversion of aminophosphonates with one (Val(P)) and two stereogenic centers (Ile(P)). The efforts undertaken allowed to demonstrate, that applied biocatalysts act in two steps. A racemic mixture of substrates was bioconverted via oxidative deamination with formation of ketones, which were subsequently bioreduced in the next step of the process. As it was proved the selectivity of the bioreactions differs depending on the structure of the substrate. The first step of the process in the case of the phosphonic analogue of valine 4 allowed to obtain the pure unreacted enantiomer of aminophosphonate (R) whereas the biotransformation of Ile(P) was unselective. Both ketone intermediates were reduced in a non-selective way. The results were evaluated by NMR, MS and IR techniques, which confirmed the path of the biocatalytic two steps redox reaction: oxidation and reduction.[GRAPHICS].

  DOI：

  10.1080/10426507.2017.1395437
• 作为产物：
  描述：

  α-Amino-β-methyl-butylphosphonsaeure-diethylester-hydrochlorid 在 盐酸 作用下， 生成 (1-氨基-2-甲基丁基)磷酸
  参考文献：
  名称：

  A novel route to .alpha.-aminoalkylphosphonic acids and dialkyl .alpha.-aminoalkylphosphonate hydrochlorides

  摘要：

  DOI：

  10.1021/ja01018a076

文献信息

• A novel route to .alpha.-aminoalkylphosphonic acids and dialkyl .alpha.-aminoalkylphosphonate hydrochlorides
  作者：K. Darrell Berlin、N. K. Roy、R. T. Claunch、D. Bude

  DOI：10.1021/ja01018a076

  日期：1968.7
• Bioconversion of aminophosphonates to hydroxyphosphonates<i>via</i>two step redox reactions employing fungi
  作者：Natalia Kmiecik、Paulina Majewska、Kinga Kozyra、Ewa Żymańczyk-Duda

  DOI：10.1080/10426507.2017.1395437

  日期：2018.4.3

  The conversion path and the complex procedure of products separation elaborated for ketophosphonates and hydroxyphosphonates formed during the biotransformations of aminophoshonates are reported. Penicillium funiculosum (Thom 3), Geotrichum candidum (6593), Beauveria bassiana (271B) were applied for bioconversion of a racemic mixture of the phosphonic analogue of isoleucine (Ile(P)), whereas P. funiculosum (Thom 3), F. oxysporum (DSM 12646) and Trigonopsis variabilis (DSM 70714) were used for transformation of the phosphonic analogue of valine (Val(P)). The biocatalytic processes were analysed to confirm and to compare the path and the selectivity of the biological conversion of aminophosphonates with one (Val(P)) and two stereogenic centers (Ile(P)). The efforts undertaken allowed to demonstrate, that applied biocatalysts act in two steps. A racemic mixture of substrates was bioconverted via oxidative deamination with formation of ketones, which were subsequently bioreduced in the next step of the process. As it was proved the selectivity of the bioreactions differs depending on the structure of the substrate. The first step of the process in the case of the phosphonic analogue of valine 4 allowed to obtain the pure unreacted enantiomer of aminophosphonate (R) whereas the biotransformation of Ile(P) was unselective. Both ketone intermediates were reduced in a non-selective way. The results were evaluated by NMR, MS and IR techniques, which confirmed the path of the biocatalytic two steps redox reaction: oxidation and reduction.[GRAPHICS].