diethyl 2-hydroxy-3-(1'-naphthyl)propanephosphonate | 95414-14-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: diethyl 2-hydroxy-3-(1'-naphthyl)propanephosphonate
• 英文别名: 1-diethoxyphosphoryl-3-naphthalen-1-ylpropan-2-ol
• CAS: 95414-14-5
• 化学式: C₁₇H₂₃O₄P
• 分子量: 322.341
• InChiKey: BUQXHGPHPIVWJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.01
• 重原子数：
  22.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  diethyl 2-oxo-3-(1-naphthyl)propanephosphonate 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 以95%的产率得到diethyl 2-hydroxy-3-(1'-naphthyl)propanephosphonate
  参考文献：
  名称：

  Biocatalytic syntheses of chiral non-racemic 2-hydroxyalkanephosphonates

  摘要：

  A series of 2-oxoalkanephosphonates 2 were screened for reduction with Geotrichum candidum. Only diethyl 2-oxopropanephosphonate 2a underwent asymmetric reduction to give (+)-(R)-diethyl 2-hydroxypropanephosphonate 3a with 98% e.e. In turn, a series of racemic 2-hydroxyalkanephosphonates 3 were acetylated under kinetic resolution conditions in the presence of various lipases to give the corresponding 2-acetoxyalkanephosphonates 4 and recovered alcohols 3 in good yields and with e.e. up to 93%. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00567-5

文献信息

• A NEW SYNTHETIC ROUTE OF β-HYDROXYALKYLPHOSPHONATES FROM β,γ-EPOXYALKYLPHOSPHONATES
  作者：Toshio Nagase、Takayuki Kawashima、Naoki Inamoto

  DOI：10.1246/cl.1984.1997

  日期：1984.11.5

  β-Hydroxyalkylphosphonates were synthesized from β,γ -epoxyalkylphosphonates and RMgX/ cat. CuI reagents, which is a new synthetic route for the various types of α- and/or γ-substituted β-hydroxyalkylphosphonates.

  β-羟基烷基磷酸盐是通过β,γ-环氧烷基磷酸盐与RMgX/催化剂CuI试剂合成的，这是一种新的合成不同类型的α和/或γ取代的β-羟基烷基磷酸盐的路线。
• NAGASE, TOSHIO;KAWASHIMA, TAKAYUKI;INAMOTO, NAOKI, CHEM. LETT., 1984, N 11, 1997-2000
  作者：NAGASE, TOSHIO、KAWASHIMA, TAKAYUKI、INAMOTO, NAOKI

  DOI：——

  日期：——