diphenyl-[(2S)-2-[(4R)-4-propan-2-yl-4,5-dihydro-1,3-oxazol-2-yl]pyrrolidin-1-yl]-sulfidophosphanium | 444901-97-7

• 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: diphenyl-[(2S)-2-[(4R)-4-propan-2-yl-4,5-dihydro-1,3-oxazol-2-yl]pyrrolidin-1-yl]-sulfidophosphanium
• CAS: 444901-97-7
• 化学式: C₂₂H₂₇N₂OPS
• 分子量: 398.509
• InChiKey: XAMGLALVKIYQTC-SFTDATJTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  diphenyl-[(2S)-2-[(4R)-4-propan-2-yl-4,5-dihydro-1,3-oxazol-2-yl]pyrrolidin-1-yl]-sulfidophosphanium 在 镍 作用下， 以 乙腈 为溶剂， 以89%的产率得到diphenyl-[(2S)-2-[(4R)-4-propan-2-yl-4,5-dihydro-1,3-oxazol-2-yl]pyrrolidin-1-yl]phosphane
  参考文献：
  名称：

  Facile synthesis of proline based phosphineoxazoline ligands by formation of a PN bond

  摘要：

  A series of new P-N ligands in which the phosphorus moiety is introduced by Formation of a phosphorus-heteroatom bond are synthesized. These ligands are based on proline with chiral centers from both proline and an oxazoline. The two chiral centers are responsible for the observed stereoselectivity. Palladium complexes of these ligands are shown to be effective in the allylation of dimethyl malonate as well as amination of allyl acetates. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00346-5
• 作为产物：
  描述：

  L-脯氨酸甲酯 在 1,2,3,4,5,6,7,8-八硫杂环辛烷 、 4-二甲氨基吡啶 、 lithium hydroxide 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 、 对甲苯磺酰氯 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 甲苯 、 乙腈 为溶剂， 反应 37.0h， 生成 diphenyl-[(2S)-2-[(4R)-4-propan-2-yl-4,5-dihydro-1,3-oxazol-2-yl]pyrrolidin-1-yl]-sulfidophosphanium
  参考文献：
  名称：

  Two-fold amino acid-based chiral aminophosphine–oxazolines and use in asymmetric allylic alkylation

  摘要：

  Chiral aminophosphine-oxazoline ligands derived from two different amino acids (tetrahydroisoquinoline carboxylic acid and proline) have been synthesized and examined as chiral auxiliaries in asymmetric allylic alkylation of three substrates. Stereoisomers la and 2a are providing the highest enantio selectivities (up to 94% ee) in the allylation of diphenylpropenyl acetate. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01561-2

文献信息

• Facile synthesis of proline based phosphineoxazoline ligands by formation of a PN bond
  作者：Guopin Xu、Scott R Gilbertson

  DOI：10.1016/s0040-4039(02)00346-5

  日期：2002.4

  A series of new P-N ligands in which the phosphorus moiety is introduced by Formation of a phosphorus-heteroatom bond are synthesized. These ligands are based on proline with chiral centers from both proline and an oxazoline. The two chiral centers are responsible for the observed stereoselectivity. Palladium complexes of these ligands are shown to be effective in the allylation of dimethyl malonate as well as amination of allyl acetates. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Two-fold amino acid-based chiral aminophosphine–oxazolines and use in asymmetric allylic alkylation
  作者：Catherine Blanc、Jérôme Hannedouche、Francine Agbossou-Niedercorn

  DOI：10.1016/s0040-4039(03)01561-2

  日期：2003.8

  Chiral aminophosphine-oxazoline ligands derived from two different amino acids (tetrahydroisoquinoline carboxylic acid and proline) have been synthesized and examined as chiral auxiliaries in asymmetric allylic alkylation of three substrates. Stereoisomers la and 2a are providing the highest enantio selectivities (up to 94% ee) in the allylation of diphenylpropenyl acetate. (C) 2003 Elsevier Ltd. All rights reserved.