diethyl (1-hydroxy-1-methylpropyl)phosphonate | 29633-34-9

• 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: diethyl (1-hydroxy-1-methylpropyl)phosphonate
• 英文别名: diethyl (2-hydroxybutan-2-yl)phosphonate；diethyl-2-hydroxy-2-butylphosphonate；(1-hydroxy-1-methyl-propyl)-phosphonic acid diethyl ester；(1-Hydroxy-1-methyl-propyl)-phosphonsaeure-diaethylester；2-diethoxyphosphorylbutan-2-ol
• CAS: 29633-34-9
• 化学式: C₈H₁₉O₄P
• 分子量: 210.21
• InChiKey: QOASWXCRZUYTOP-UHFFFAOYSA-N

物化性质

• 沸点：
  96-100 °C(Press: 0.05 Torr)
• 密度：
  1.059 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  diethyl (1-hydroxy-1-methylpropyl)phosphonate 在 sulfur 、 苯 作用下， 生成 (1-dipropoxythiophosphoryloxy-1-methyl-propyl)-phosphonic acid diethyl ester
  参考文献：
  名称：

  Podocyte-Associated Molecules in Puromycin Aminonucleoside Nephrosis of the Rat

  摘要：

  Molecules of central functional significance for the glomerular podocytes are rapidly emerging and have been shown to be distinctly involved in diseases with altered glomerular filtration barrier. Here we used the puromycin aminonucleoside (PA) nephrosis model in the rat to study some key proteins associated with the maintenance of the functional glomerular filtration barrier in vivo. The molecules studied included the filtration slit component nephrin, the hairpin-like membrane protein podocin, the basolateral adhesion molecules beta1 integrin and alpha-dystroglycan, and the cytoskeleton-linking intermediary beta-catenin and the actin-associated alpha-actinin-4. The results showed diminished protein levels of podocin and nephrin in the PA-treated group. beta-catenin showed distinct down-regulation at 3 days of induction, and the control level was reached at 10 days. beta1 integrin was markedly up-regulated during induction. alpha-actinin-4 was not changed at the studied time points. The results show distinct differences in the different domains of podocytes during PA-induced proteinuria.

  DOI：

  10.1097/01.lab.0000017168.26718.16
• 作为产物：
  描述：

  亚磷酸二乙酯 、 丁酮 在 1,1,2,3-四甲基胍 作用下， 反应 12.0h， 以78%的产率得到diethyl (1-hydroxy-1-methylpropyl)phosphonate
  参考文献：
  名称：

  四甲基胍（TMG）催化将亚磷酸二烷基酯加成到α，β-不饱和羰基化合物，烯基腈，醛，酮和亚胺上

  摘要：

  四甲基胍催化的亚磷酸二烷基酯向α，β-不饱和羰基化合物，烯基腈，醛和酮的加成构成了各种膦酸酯合成子的实用途径。所采用的非常温和的条件以及较短的反应时间使该方法具有高度的通用性，并能耐受多种功能。所提出的方法对于制备α-氨基膦酸酯也很方便。

  DOI：

  10.1016/s0040-4039(98)01656-6

文献信息

• A study on the michael addition of dialkylphosphites to methylvinylketone
  作者：György Keglevich、Melinda Sipos、Daniella Takács、István Greiner

  DOI：10.1002/hc.20266

  日期：2007.4

  The addition of dialkylphosphites to methylvinylketone giving dialkyl-3-oxobutylphos- phonates was studied applying different reagents, such as NaOR/ROH, NaOH/H2O under PTC, DBU, and R3Al (R = Me, Et) under different conditions to find the optimum choice regarding efficiency and selectivity. Possible extensions to a few other model compounds were also investigated. © 2007 Wiley Periodicals, Inc. Heteroatom

  使用不同的试剂，如 NaOR/ROH、NaOH/H2O 在 PTC、DBU 和 R3Al（R = Me、Et）下，在不同条件下研究了将二烷基亚磷酸酯添加到甲基乙烯基酮中得到二烷基-3-氧代丁基膦酸酯以找到最佳关于效率和选择性的选择。还研究了一些其他模型化合物的可能扩展。© 2007 Wiley Periodicals, Inc. 杂原子化学 18:226–229, 2007; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.20266
• A Simple Heterogeneous Catalyst for Phosphite Addition on Carbonyl Groups
  作者：Veronica Santacroce、Emanuele Paris、Daniele Cauzzi、Raimondo Maggi、Giovanni Maestri

  DOI：10.1002/ejoc.201501434

  日期：2016.1

  easily recoverable heterogeneous catalyst could efficiently trigger C–P bond formation by selective addition of phosphites to the carbonyl group of aldehydes and ketones. The reactions afford the desired products in good to excellent yields and do not require the presence of a solvent. Furthermore, nearly stoichiometric amounts of reagents could be used as the hydrotalcite catalyst does not cause the

  一种廉价且易于回收的多相催化剂可以通过选择性地将亚磷酸酯加成到醛和酮的羰基上来有效地触发 C-P 键的形成。该反应以良好至极好的收率提供所需产物并且不需要溶剂的存在。此外，可以使用接近化学计量量的试剂，因为即使使用脂肪醛，水滑石催化剂也不会引起羰基衍生物的缩合。
• Pudovik,A.N. et al., Journal of general chemistry of the USSR, 1963, vol. 33, p. 3128 - 3131
  作者：Pudovik,A.N. et al.

  DOI：——

  日期：——
• Catalytic synthesis of α-hydroxyphosphonates
  作者：M. M. Kabachnik、L. I. Minaeva、I. P. Beletskaya

  DOI：10.1134/s1070428009080016

  日期：2009.8

  Reactions of carbonyl compounds of aliphatic, aromatic, and heteroaromatic series with dialkyl phosphites in the presence of DBN were studied under microwave irradiation.
• KOTOVICH B. P., BECTH. LVOV. YH-TA. CEP. XIM.,(1987) N 28, 92-95
  作者：KOTOVICH B. P.

  DOI：——

  日期：——