isobutyl (1-hydroxy-1-methylethyl) phosphinate | 160684-24-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: isobutyl (1-hydroxy-1-methylethyl) phosphinate
• CAS: 160684-24-2
• 化学式: C₇H₁₇O₃P
• 分子量: 180.184
• InChiKey: OSTSXIRGLWGMKI-UHFFFAOYSA-N

物化性质

• 沸点：
  237.222±42.00 °C(Press: 760.00 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.86
• 重原子数：
  11.0
• 可旋转键数：
  4.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  isobutyl (1-hydroxy-1-methylethyl) phosphinate 在 吡啶 、 t-butylcyclohexylperdicarbonate 、 水 作用下， 以 甲苯 为溶剂， 反应 9.0h， 生成 Acetic acid (2R,3S,4R)-4,5-diacetoxy-2-{2-[(1-hydroxy-1-methyl-ethyl)-isobutoxy-phosphinoyl]-ethyl}-tetrahydro-furan-3-yl 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
• 作为产物：
  描述：

  异丁醇 、 methyl 1-hydroxy-1-methylethylphosphinate 在 4-二甲氨基吡啶 、 水 、 N,N'-二环己基碳二亚胺 作用下， 生成 isobutyl (1-hydroxy-1-methylethyl) phosphinate
  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

• Nucleoside phosphinate compounds and compositions
  申请人：Ciba-Geigy Corporation

  公开号：US05508270A1

  公开（公告）日：1996-04-16

  A compound of formula ##STR1## where R.sup.1 is hydrogen or a protecting group Q; R.sup.2 is hydrogen, a C.sub.1 -C.sub.8 aliphatic radical, a C.sub.6 -C.sub.15 aromatic radical, a C.sub.3 -C.sub.8 cycloaliphatic radical, a C.sub.7 -C.sub.13 araliphatic radical, an alkali metal ion or an ammonium ion; R.sup.3 and R.sup.4 are independently hydrogen, halogen or hydroxy; R.sup.5 is C.sub.6 -C.sub.10 aryloxythiocarbonyloxy, the C.sub.6 -C.sub.10 aryl group being unsubstituted or substituted, or R.sup.5.sub.a ; R.sup.5.sub.a is hydrogen, fluorine, chlorine, hydroxy, --OR.sup.8, --OCOR.sup.8 or silyloxy substituted by three C.sub.1 -C.sub.15 hydrocarbyl groups; R.sup.6 is hydrogen, a C.sub.1 -C.sub.10 aliphatic radical, a C.sub.6 -C.sub.15 aromatic radical, a C.sub.7 -C.sub.16 araliphatic radical, --COR.sup.9, --SO.sub.2 R.sup.9 or silyl substituted by three C.sub.1 -C.sub.15 hydrocarbyl groups; R.sup.7 is a monovalent nucleoside base radical, hydroxyl, --OR.sup.8 or --OCOR.sup.8, and R.sup.9 are independently a C.sub.1 -C.sub.10 aliphatic radical, a C.sub.3 -C.sub.8 cycloaliphatic radical, a C.sub.6 -C.sub.15 aromatic radical or a C.sub.7 -C.sub.16 araliphatic radical; or R.sup.5 and the indicated R.sup.6 O-together denote an isopropylidenedioxy group or R.sup.5 and R.sup.7 together denote an isopropylidenedioxy group, provided that when R.sup.5 and R.sup.7 together denote isopropylidenedioxy, R.sup.1 R.sup.2, R.sup.3 R.sup.4 and R.sup.6 are not all hydrogen. The disclosure further relates to a method of preparing the compounds of formula I by reacting a olefinic acetonide with a phosphinate compound and to the use of the compounds of formula I as pharmaceutical agents.

  化合物的化学式为##STR1##其中，R.sup.1是氢或保护基Q；R.sup.2是氢，C.sub.1-C.sub.8脂肪基，C.sub.6-C.sub.15芳香基，C.sub.3-C.sub.8环脂肪基，C.sub.7-C.sub.13芳基脂肪基，碱金属离子或铵离子；R.sup.3和R.sup.4独立地是氢，卤素或羟基；R.sup.5是C.sub.6-C.sub.10芳氧硫酰氧基，其中C.sub.6-C.sub.10芳基未取代或取代，或R.sup.5.sub.a; R.sup.5.sub.a是氢，氟，氯，羟基，--OR.sup.8，--OCOR.sup.8或被三个C.sub.1-C.sub.15烃基取代的硅氧基；R.sup.6是氢，C.sub.1-C.sub.10脂肪基，C.sub.6-C.sub.15芳香基，C.sub.7-C.sub.16芳基脂肪基，--COR.sup.9，--SO.sub.2R.sup.9或被三个C.sub.1-C.sub.15烃基取代的硅基；R.sup.7是一价的核苷酸基团，羟基，--OR.sup.8或--OCOR.sup.8，R.sup.9独立地是C.sub.1-C.sub.10脂肪基，C.sub.3-C.sub.8环脂肪基，C.sub.6-C.sub.15芳香基或C.sub.7-C.sub.16芳基脂肪基；或R.sup.5和所指示的R.sup.6 O共同表示异丙基二氧基基团或R.sup.5和R.sup.7共同表示异丙基二氧基基团，但当R.sup.5和R.sup.7共同表示异丙基二氧基时，R.sup.1，R.sup.2，R.sup.3，R.sup.4和R.sup.6不全为氢。本发明还涉及一种通过将烯丙基乙酮酸酯与磷酸酯化合物反应制备化合物I的方法，以及将化合物I用作制药剂的用途。