3-(diphenylphosphino)butanoic acid | 172914-61-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(diphenylphosphino)butanoic acid
• 英文别名: (+)-3-diphenylphosphino butanoic acid；3-Diphenylphosphanylbutanoic acid
• CAS: 172914-61-3；156807-76-0
• 化学式: C₁₆H₁₇O₂P
• 分子量: 272.284
• InChiKey: NMMRQAQPQKWINB-UHFFFAOYSA-N

物化性质

• 沸点：
  415.0±28.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  二苯基膦 在 正丁基锂 、 对甲苯磺酸 作用下， 以 苯 为溶剂， 反应 5.5h， 生成 3-(diphenylphosphino)butanoic acid
  参考文献：
  名称：

  Development of chiral phosphine ligands bearing a carboxyl group and their application to catalytic asymmetric reaction

  摘要：

  A new chiral phosphine ligand bearing a carboxyl group, 3-(diphenylphosphino)butanoic acid, was developed and used for palladium catalyzed asymmetric allylic alkylation of cyclic cis-allylic acetates such as 2-cyclopentenyl, 2-cyclohexenyl, and 2-cycloheptenyl acetate. These acetates reacted with triethyl sodiophosphonoacetate in the presence of the palladium catalyst with the ligand to give the corresponding alkylation products in good enantiomeric excesses.

  DOI：

  10.1016/0957-4166(95)00322-g
• 作为试剂：
  描述：

  2-cycloheptenyl acetate 、 triethyl sodiophosphonoacetate 在 palladium diacetate 、 3-(diphenylphosphino)butanoic acid 作用下， 生成 、
  参考文献：
  名称：

  Development of chiral phosphine ligands bearing a carboxyl group and their application to catalytic asymmetric reaction

  摘要：

  A new chiral phosphine ligand bearing a carboxyl group, 3-(diphenylphosphino)butanoic acid, was developed and used for palladium catalyzed asymmetric allylic alkylation of cyclic cis-allylic acetates such as 2-cyclopentenyl, 2-cyclohexenyl, and 2-cycloheptenyl acetate. These acetates reacted with triethyl sodiophosphonoacetate in the presence of the palladium catalyst with the ligand to give the corresponding alkylation products in good enantiomeric excesses.

  DOI：

  10.1016/0957-4166(95)00322-g

文献信息

• Optically active monophosphino carboxylic acid derivative
  申请人：NISSAN CHEMICAL INDUSTRIES LTD.

  公开号：EP0751141A1

  公开（公告）日：1997-01-02

  An optically active monophosphino carboxylic acid derivative of formula (I): wherein:    each R1 independently represents a C1-6 alkyl group or phenyl group which is unsubstituted or substituted with a C1-4 alkyl group or C1-4 alkoxy group;    R2 represents a C1-4 alkyl group; and    R3 and R4 each independently represents a hydrogen atom, or a C1-4 alkyl group or phenyl group which is unsubstituted or substituted with a C1-4 alkyl or C1-4 alkoxy group.

  一种具有光学活性的式 (I) 单磷羧酸衍生物： 其中 每个 R1 独立地代表未被取代或被 C1-4 烷基或 C1-4 烷氧基取代的 C1-6 烷基或苯基； R2 代表 C1-4 烷基；以及 R3 和 R4 各自独立地代表一个氢原子，或一个未被 C1-4 烷基或 C1-4 烷氧基取代或被 C1-4 烷基或 C1-4 烷氧基取代的 C1-4 烷基或苯基。
• Approaches to water-soluble phosphines
  作者：Kerstin Heesche-Wagner、Terence N. Mitchell

  DOI：10.1016/0022-328x(94)80036-7

  日期：1994.4

  Free radical additions of diphenylphosphine, phenylphosphine and ethylenebis(phenylphosphine) to the following species are described: alkynols, alkyne ethers, unsaturated carboxylic acids and esters and beta-lactones. In a number of cases, these lead to water-soluble phosphines. NMR spectroscopic characterization of all new products has been carried out.
• US5723652A
  申请人：——

  公开号：US5723652A

  公开（公告）日：1998-03-03
• Development of chiral phosphine ligands bearing a carboxyl group and their application to catalytic asymmetric reaction
  作者：Toru Minami、Yoshiharu Okada、Tsuneyuki Otaguro、Seiji Tawaraya、Tomohiro Furuichi、Tatsuo Okauchi

  DOI：10.1016/0957-4166(95)00322-g

  日期：1995.10

  A new chiral phosphine ligand bearing a carboxyl group, 3-(diphenylphosphino)butanoic acid, was developed and used for palladium catalyzed asymmetric allylic alkylation of cyclic cis-allylic acetates such as 2-cyclopentenyl, 2-cyclohexenyl, and 2-cycloheptenyl acetate. These acetates reacted with triethyl sodiophosphonoacetate in the presence of the palladium catalyst with the ligand to give the corresponding alkylation products in good enantiomeric excesses.