[2-((3aR,5R,6S,6aR)-6-Hydroxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethyl]-(1-hydroxy-1-methyl-ethyl)-phosphinic acid isobutyl ester | 173979-23-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [2-((3aR,5R,6S,6aR)-6-Hydroxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethyl]-(1-hydroxy-1-methyl-ethyl)-phosphinic acid isobutyl ester
• 英文别名: (3aR,5R,6S,6aR)-5-[2-[2-hydroxypropan-2-yl(2-methylpropoxy)phosphoryl]ethyl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-ol
• CAS: 173979-23-2
• 化学式: C₁₆H₃₁O₇P
• 分子量: 366.392
• InChiKey: YSTNQADJTRQFSK-IDKAXHJOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  94.4
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  [2-((3aR,5R,6S,6aR)-6-Hydroxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethyl]-(1-hydroxy-1-methyl-ethyl)-phosphinic acid isobutyl ester 在 ammonium hydroxide 作用下， 反应 3.0h， 以100%的产率得到[2-((3aR,5R,6S,6aR)-6-Hydroxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethyl]-phosphinic acid
  参考文献：
  名称：

  1-Hydroxy-1-methylethylphosphinates intermediates for the synthesis of functional phosphorus acids

  摘要：

  A base-labile protecting group for hydrogen connected to phosphorus has been found, This has led to the development of hypophosphorus acid synthons.

  DOI：

  10.1016/0040-4039(95)01993-r
• 作为产物：
  描述：

  5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hex-5-eno-furanose 、 isobutyl (1-hydroxy-1-methylethyl) phosphinate 在 t-butylcyclohexylperdicarbonate 作用下， 以 甲苯 为溶剂， 以85%的产率得到[2-((3aR,5R,6S,6aR)-6-Hydroxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethyl]-(1-hydroxy-1-methyl-ethyl)-phosphinic acid isobutyl ester
  参考文献：
  名称：

  1-Hydroxy-1-methylethylphosphinates intermediates for the synthesis of functional phosphorus acids

  摘要：

  A base-labile protecting group for hydrogen connected to phosphorus has been found, This has led to the development of hypophosphorus acid synthons.

  DOI：

  10.1016/0040-4039(95)01993-r

文献信息

• 1-Hydroxy-1-methylethylphosphinates intermediates for the synthesis of functional phosphorus acids
  作者：E. Keith Baylis

  DOI：10.1016/0040-4039(95)01993-r

  日期：1995.12

  A base-labile protecting group for hydrogen connected to phosphorus has been found, This has led to the development of hypophosphorus acid synthons.