isobutyl-phosphonic acid diisopropyl ester | 99868-97-0

• 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: isobutyl-phosphonic acid diisopropyl ester
• 英文别名: Isobutyl-phosphonsaeure-diisopropylester；1-Di(propan-2-yloxy)phosphoryl-2-methylpropane
• CAS: 99868-97-0
• 化学式: C₁₀H₂₃O₃P
• 分子量: 222.265
• InChiKey: SBRSYHLTLPSIEC-UHFFFAOYSA-N

物化性质

• 沸点：
  61-65 °C(Press: 2 Torr)
• 密度：
  0.959±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 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：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  isobutyl-phosphonic acid diisopropyl ester 在 palladium on activated charcoal N-溴代丁二酰亚胺(NBS) 、 sodium azide 、 过氧化氢苯甲酰 、 氢气 、 溶剂黄146 、 三氟乙酸 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 60.0~140.0 ℃ 、101.33 kPa 条件下， 反应 49.0h， 生成 1-di(propan-2-yloxy)phosphoryl-2-methylpropan-1-amine
  参考文献：
  名称：

  A Novel Synthesis of 1-Aminoalkylphosphonates

  摘要：

  A novel route has been devised for the preparation of a series of 1-aminoalkylphosphonate diesters, precursors to analogues of a-amino acids. The route involves a facile bromine substitution at the 1-position of alkylphosphonate diesters using N-bromosuccinimide, followed by azide ion displacement and catalytic hydrogenolysis.

  DOI：

  10.1080/00397919108019793
• 作为产物：
  描述：

  三异丙基亚磷酸酯 、 碘代异丁烷 反应 12.0h， 以42%的产率得到isobutyl-phosphonic acid diisopropyl ester
  参考文献：
  名称：

  A Novel Synthesis of 1-Aminoalkylphosphonates

  摘要：

  A novel route has been devised for the preparation of a series of 1-aminoalkylphosphonate diesters, precursors to analogues of a-amino acids. The route involves a facile bromine substitution at the 1-position of alkylphosphonate diesters using N-bromosuccinimide, followed by azide ion displacement and catalytic hydrogenolysis.

  DOI：

  10.1080/00397919108019793

文献信息

• Phosphor enthaltende Polyaddukte sowie deren Verwendung zur flammhemmenden Ausrüstung von Textilmaterial
  申请人：HOECHST AKTIENGESELLSCHAFT

  公开号：EP0000024A1

  公开（公告）日：1978-12-20

  Mischungen oligomerer Phosphorverbindungen, die erhalten werden durch Umsetzung in der 1. Stufe eines 1 bis 6 wertigen Alkohols mit Phosphin - Phosphon- und Phosphorsäurederivaten, die mindestens ein Anhydrid-Sauerstoff enthalten und noch endständige saure P-OH Reste enthalten können und anschließende Umsetzung in der 2. Stufe mit Alkylenoxiden oder Alkylencarbonaten. Diese Phosphorverbindungen, die Hydroxyalkylphosphonester-gruppen enthalten, eignen sich direkt als Flammschutzmittel für Textilien oder als Vorprodukte hierzu.

  低聚磷化合物的混合物，是由 1 至 6 价醇与膦-膦酸和磷酸衍生物（其中至少含有一个酸酐氧，还可能含有末端酸性 P-OH 自由基）在第一阶段发生反应，然后在第二阶段与氧化亚烷或碳酸亚烷发生反应而得到的。这些含有羟基烷基膦酯基团的磷化合物可直接用作纺织品的阻燃剂或阻燃前体。
• Induction of p53 Accumulation by Moloney Murine Leukemia Virus-ts1 Infection in Astrocytes Via Activation of Extracellular Signal-Regulated Kinases 1/2
  作者：Hun-Taek Kim、Serban Tasca、Wenan Qiang、Paul K Y Wong、George Stoica

  DOI：10.1097/01.lab.0000017373.82871.45

  日期：2002.6

  We previously reported that Moloney murine leukemia virus-ts1-mediated neuronal degeneration in mice is likely a result of both loss of glial support and release of cytokines and neurotoxins from ts1-infected glial cells. Viral infection in some cell types regulates expression of p53 protein, a key regulator of cell proliferation and death. Therefore, we hypothesized that p53 and its dependent genes may be linked with ts1-mediated neuropathology. We examined the presence of p53 and its dependent gene product, a proapoptotic protein bax-alpha, in ts1-induced spongiform encephalomyelopathy. Compared with controls, the lesions of infected animals contained increased levels of p53 and bax-a in astrocytes, as shown by strong nuclear p53 and cytoplasmic bax-alpha immunoreactivity in astrocytes. To determine how ts1 affects p53 expression in astrocytes, we then assessed the expression of p53 and its dependent genes, such as bax-alpha and p21, in infected and uninfected immortalized C1 astrocytes and studied possible pathways responsible for p53 accumulation in infected astrocytes. In these studies using mitogen-activated protein kinase inhibitors, infection-induced increases in the p53 level were partially blocked by PD98059, a synthetic inhibitor of MEK1 that is the immediate upstream kinase of extracellular signal-regulated kinases 1/2 (ERK1/2), but not by SB202190, a potent p38 kinase inhibitor. Furthermore, treatment with PD98059 significantly decreased the level of p21 protein, a p53-dependent gene product. These results suggest that ts1 infection may stabilize p53 protein through activation of ERKs in C1 astrocytes, leading to increased expression of the p21 and bax-alpha proteins, both of which induce cell cycle arrest and apoptosis. Our studies suggest that ts1 neuropathology in mice may result from changes in expression and activity of p53, brought about in part by ts1 activation of ERK.
• CHAKRABORTY, SUBIR K.;ENGEL, ROBERT, SYNTH. COMMUN., 21,(1991) N-9, C. 1039-1046
  作者：CHAKRABORTY, SUBIR K.、ENGEL, ROBERT

  DOI：——

  日期：——
• US4244893A
  申请人：——

  公开号：US4244893A

  公开（公告）日：1981-01-13
• A Novel Synthesis of 1-Aminoalkylphosphonates
  作者：Subir K. Chakraborty、Robert Engel

  DOI：10.1080/00397919108019793

  日期：1991.4

  A novel route has been devised for the preparation of a series of 1-aminoalkylphosphonate diesters, precursors to analogues of a-amino acids. The route involves a facile bromine substitution at the 1-position of alkylphosphonate diesters using N-bromosuccinimide, followed by azide ion displacement and catalytic hydrogenolysis.