tetrahexyl (dichloromethylene)bisphosphonate | 133918-42-0

• 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: tetrahexyl (dichloromethylene)bisphosphonate
• 英文别名: 1-[[Dichloro(dihexoxyphosphoryl)methyl]-hexoxyphosphoryl]oxyhexane
• CAS: 133918-42-0
• 化学式: C₂₅H₅₂Cl₂O₆P₂
• 分子量: 581.538
• InChiKey: KDGWWRMNUOEVSL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.4
• 重原子数：
  35
• 可旋转键数：
  26
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  tetrahexyl (dichloromethylene)bisphosphonate 生成 (dichloromethylene)bisphosphonic acid monohexyl ester trisodium salt
  参考文献：
  名称：

  选择性合成单取代的（二氯亚甲基）双膦酸酯的策略

  摘要：

  选择性合成单取代（二氯亚甲基）双膦酸酯{Cl 2 C [P（O）（OR）（O - Na +）] [P（O）（O - Na +）2 ]的策略，其中R = Pr，描述和比较了从单磷物质开始或从对称/不对称H 2 MBP或Cl 2 MBP四酯化合物开始的Pr i，Hex，Ph} ，包括混合四酯的制备。

  DOI：

  10.1016/s0040-4020(97)10073-4
• 作为产物：
  描述：

  tetrahexyl methylenebisphosphonate 在 sodium hydroxide 作用下， 以 水 为溶剂， 生成 tetrahexyl (dichloromethylene)bisphosphonate
  参考文献：
  名称：

  Partial esters of (Di) chloromethanediphosphonic acid useful for

  摘要：

  式（I）中新型药理活性双膦酸衍生物，其中 R.sup.1、R.sup.2、R.sup.3 和 R.sup.4 独立地为 C.sub.1 -C.sub.22 -烷基、C.sub.2 -C.sub.22 -烯基、C.sub.2 -C.sub.22 -炔基、C.sub.3 -C.sub.10 -环烷基、C.sub.3 -C.sub.10 -环烯基、芳基、芳基烷基、硅基和氢，且 R.sup.4 与氢不同，Q.sup.1 为氢、氟、氯、溴或碘，Q.sup.2 为氯、溴或碘，包括化合物的立体异构体，如几何异构体和光学活性异构体，以及化合物的药学上可接受的盐。

  公开号：

  US05376649A1

文献信息

• An improved synthetic method and the first crystal structures for (dihalomethylene)bisphosphonate partial esters
  作者：Jouko J. Vepsäläinen、Jussi Kivikoski、Markku Ahlgrén、Heikki E. Nupponen、Esko K. Pohjala

  DOI：10.1016/0040-4020(95)00314-x

  日期：1995.6

  A new general and selective strategy for the synthesis of (dihalomethylene)bisphosphonic acid (XYMBP) partial alkyl esters (PE) with high selectivity and purity has been developed. Preparation is started from selected XYMBP tetraesters using tertiary or secondary amines as dealkylating reagents leading to trialkyl or P,P′-dialkyl XYMBP PEs, respectively. The solid state structures are given for three

  已开发出一种新的具有选择性和高纯度的合成（二卤代亚甲基）双膦酸（XYMBP）偏烷基酯（PE）的新的通用和选择性策略。使用叔胺或仲胺作为脱烷基剂，从选定的XYMBP四酯开始制备，分别生成三烷基或P，P'-二烷基XYMBP PE。给出了以下三种化合物的固态结构：Cl 2 C [P（O）（OPr i）（O - Na +）] [P（O）（O - Na +）2 ]和Cl 2 C [P （O）（OPr i）（O − X +）] 2，其中X = Na +或H2 Ñ +（CH 2 CH 2）2 O.
• Partial esters of (Di) chloromethanediphosphonic acid useful for
  申请人：Leiras Oy

  公开号：US05376649A1

  公开（公告）日：1994-12-27

  Novel pharmaceutically active bisphosphonic acid derivatives of formula (I), in which R.sup.1, R.sup.2, R.sup.3 and R.sup.4 independently are C.sub.1 -C.sub.22 -alkyl, C.sub.2 -C.sub.22 -alkenyl, C.sub.2 -C.sub.22 -alkynyl, C.sub.3 -C.sub.10 -cycloalkyl, C.sub.3 -C.sub.10 -cycloalkenyl, aryl, aralkyl, silyl and hydrogen, and R.sup.4 is different from hydrogen, Q.sup.1 is hydrogen, fluorine, chlorine, bromine or iodine, and Q.sup.2 is chlorine, bromine or iodine, including the stereoisomers, such as the geometrical isomers and optically active isomers, of the compounds, as well as the pharmaceutically acceptable salts of the compounds. ##STR1##

  式（I）中新型药理活性双膦酸衍生物，其中 R.sup.1、R.sup.2、R.sup.3 和 R.sup.4 独立地为 C.sub.1 -C.sub.22 -烷基、C.sub.2 -C.sub.22 -烯基、C.sub.2 -C.sub.22 -炔基、C.sub.3 -C.sub.10 -环烷基、C.sub.3 -C.sub.10 -环烯基、芳基、芳基烷基、硅基和氢，且 R.sup.4 与氢不同，Q.sup.1 为氢、氟、氯、溴或碘，Q.sup.2 为氯、溴或碘，包括化合物的立体异构体，如几何异构体和光学活性异构体，以及化合物的药学上可接受的盐。
• Bisphosphonic compounds VIII. A facile and selective one-pot synthesis of P,P-dialkyl (dichloromethylene)bisphosphonate partial esters
  作者：Jouko Vepsäläinen、Heikki Nupponen、Esko Pohjala

  DOI：10.1016/0040-4039(96)00605-3

  日期：1996.5

  The preparations of P,P-dialkyl partial esters of (dichloromethylene)bisphosphonic acid from readily available tetraesters with good selectivity and purity have been developed.

  已经开发了由容易获得的具有良好的选择性和纯度的四酯制备（二氯亚甲基）双膦酸的P，P-二烷基偏酯的方法。
• Bisphosphonic compounds. Part 3. Preparation and identification of tetraalkyl methylene- and (α-halomethylene)bisphosphonates by mass spectrometry, NMR spectroscopy and X-ray crystallography
  作者：Jouko Vepsäläinen、Heikki Nupponen、Esko Pohjala、Markku Ahlgren、Pirjo Vainiotalo

  DOI：10.1039/p29920000835

  日期：——

  The preparation and identification of tetraalkyl methylenebisphosphonates XYC[P(O)(OR)2]2; X = Y = H, Cl or Br and R = alkyl} have been studied. Detailed procedures are given for the synthesis of XYC[P(O)(OR)2]2 (X = Y = H; R = hexyl; X = Y = Cl or Br and R = Me). H-1, C-13 and P-31 NMR data are reported including 1J(CH), 2J(CP), 3J(CP) and 2J(PP) coupling constants. The fragmentation of 19 XYC[P(O)(OR)2]2 has been studied in the gas phase. The solid state structures are given for two compounds (X = Y = Cl, R = Pr(i) and X = Y = Br, R = Me).
• Strategies for the selective synthesis of monosubstituted (dichloromethylene)bisphosphonate esters
  作者：Marko J Ahlmark、Jouko J Vepsäläinen

  DOI：10.1016/s0040-4020(97)10073-4

  日期：1997.11

  Strategies for the selective synthesis of monosubstituted (dichloromethylene)bisphosphonate esters Cl2C[P(O)(OR)(O−Na+)][P(O)(O−Na+)2], where R = Pr, Pri, Hex, Ph} starting from monophosph species or from symmetric/unsymmetric H2MBP or Cl2MBP tetraester compounds, including the preparation of mixed tetraesters, are described and compared.

  选择性合成单取代（二氯亚甲基）双膦酸酯Cl 2 C [P（O）（OR）（O - Na +）] [P（O）（O - Na +）2 ]的策略，其中R = Pr，描述和比较了从单磷物质开始或从对称/不对称H 2 MBP或Cl 2 MBP四酯化合物开始的Pr i，Hex，Ph} ，包括混合四酯的制备。