1-羟基-2-甲基丙基膦酸二乙酯 | 141207-34-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 中文名称: 1-羟基-2-甲基丙基膦酸二乙酯
• 英文名称: diethyl 1-hydroxy-2-methylpropylphosphonate
• 英文别名: (1R)-1-diethoxyphosphoryl-2-methylpropan-1-ol
• CAS: 141207-34-3
• 化学式: C₈H₁₉O₄P
• 分子量: 210.21
• InChiKey: MHCIATHWPPJEEC-MRVPVSSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.23
• 重原子数：
  13.0
• 可旋转键数：
  6.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-羟基-2-甲基丙基膦酸二乙酯 在 二苯基膦叠氮化物 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以72%的产率得到((S)-1-Azido-2-methyl-propyl)-phosphonic acid diethyl ester
  参考文献：
  名称：

  Enantioselective synthesis of α-amino phosphonic acids by an application of stereoselective opening of homochiral dioxane acetals with triethyl phosphite

  摘要：

  Stereoselective opening of homochiral acetals (2a-c) with triethyl phosphite was applied to the enantioselective synthesis of phosphono alcohols (1a-c), which were successfully converted to the alpha-amino phosphonic acid diethyl esters (6a-c).

  DOI：

  10.1016/s0957-4166(00)80280-3
• 作为产物：
  描述：

  [(R)-1-((1S,3S)-3-Hydroxy-1-methyl-butoxy)-2-methyl-propyl]-phosphonic acid diethyl ester 在 对甲苯磺酸 作用下， 生成 1-羟基-2-甲基丙基膦酸二乙酯
  参考文献：
  名称：

  Enantioselective synthesis of α-amino phosphonic acids by an application of stereoselective opening of homochiral dioxane acetals with triethyl phosphite

  摘要：

  Stereoselective opening of homochiral acetals (2a-c) with triethyl phosphite was applied to the enantioselective synthesis of phosphono alcohols (1a-c), which were successfully converted to the alpha-amino phosphonic acid diethyl esters (6a-c).

  DOI：

  10.1016/s0957-4166(00)80280-3

文献信息

• Highly Enantioselective Hydrophosphonylation of Aldehydes Catalyzed by Tridentate Schiff Base Aluminum(III) Complexes
  作者：Xin Zhou、Xiaohua Liu、Xu Yang、Deju Shang、Junguo Xin、Xiaoming Feng

  DOI：10.1002/anie.200704116

  日期：2008.1
• Nonenzymatic kinetic resolution of racemic α-hydroxyalkanephosphonates with chiral copper catalyst
  作者：Yosuke Demizu、Atsushi Moriyama、Osamu Onomura

  DOI：10.1016/j.tetlet.2009.07.003

  日期：2009.9

  Kinetic resolution of alpha-hydroxyalkanephosphonates was efficiently performed by benzoylation in the presence of copper(II) triflate and (R,R)-Ph-BOX as a catalyst with excellent s value of up to 286. (C) 2009 Elsevier Ltd. All rights reserved.