diethyl (1-hydroxy-1-methylallyl)phosphonate | 1445-85-8

• 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-methylallyl)phosphonate
• 英文别名: (1-hydroxy-1-methyl-allyl)-phosphonic acid diethyl ester；2-[Diethoxy(oxido)phosphaniumyl]but-3-en-2-ol；2-[diethoxy(oxido)phosphaniumyl]but-3-en-2-ol
• CAS: 1445-85-8
• 化学式: C₈H₁₇O₄P
• 分子量: 208.194
• InChiKey: BWMARGHCGSINPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  61.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  β-氯代丁酮 、 sodium diethyl phosphite 以 乙醚 为溶剂， 生成 diethyl (1-hydroxy-1-methylallyl)phosphonate
  参考文献：
  名称：

  Sturtz,G., Bulletin de la Societe Chimique de France, 1964, p. 2333 - 2340

  摘要：

  DOI：

文献信息

• A green procedure for the regio- and chemoselective hydrophosphonylation of unsaturated systems using CaO under solventless conditions
  作者：Elisa Martínez-Castro、Óscar López、Inés Maya、José G. Fernández-Bolaños、Marino Petrini

  DOI：10.1039/c0gc00026d

  日期：——

  Diethyl phosphite and diphenylphosphine add to a series of unsaturated derivatives using environmentally-friendly calcium oxide as a basic promoter under solventless conditions at room temperature. The corresponding adducts are obtained in a totally regioselective fashion, via a 1,4-addition on α,β-unsaturated esters and sulfone, and a 1,2-addition on cyclic and acyclic α,β-unsaturated aldehydes and

  亚磷酸二乙酯 和 二苯膦 使用环保添加到一系列不饱和衍生物中 氧化钙在室温下于无溶剂条件下作为碱性促进剂。相应的加合物在一个完全区域选择性的方式获得，通过一1,4-加成 α，β-不饱和酯和 砜和 1,2-加成 环和无环α，β-不饱和醛和酮的合成
• Tetramethylguanidine (TMG)-catalyzed addition of dialkyl phosphites to α,β-unsaturated carbonyl compounds, alkenenitriles, aldehydes, ketones and imines
  作者：Daniele Simoni、Francesco Paolo Invidiata、Monica Manferdini、Ilaria Lampronti、Riccardo Rondanin、Marinella Roberti、Gian Piero Pollini

  DOI：10.1016/s0040-4039(98)01656-6

  日期：1998.10

  Tetramethylguanidine-catalyzed addition of dialkyl phosphites to α,β-unsaturated carbonyl compounds, alkenenitriles, aldehydes and ketones constitutes a practical route to a variety of phosphonate synthons. The very mild conditions employed, together with the short reaction times, make the procedure highly versatile and tolerant to a range of functionalities. The proposed methodology is also convenient

  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。
• 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
• Sturtz,G., Bulletin de la Societe Chimique de France, 1964, p. 2333 - 2340
  作者：Sturtz,G.

  DOI：——

  日期：——