tert-butyl (1S,2S)-1-(diphenylphosphino)-1-phenylpropan-2-ylcarbamate | 1206227-49-7

• 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: tert-butyl (1S,2S)-1-(diphenylphosphino)-1-phenylpropan-2-ylcarbamate
• 英文别名: tert-butyl N-[(1S,2S)-1-diphenylphosphanyl-1-phenylpropan-2-yl]carbamate
• CAS: 1206227-49-7
• 化学式: C₂₆H₃₀NO₂P
• 分子量: 419.503
• InChiKey: NPQKONMVKLNMNK-GBXCKJPGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  tert-butyl (1S,2S)-1-(diphenylphosphino)-1-phenylpropan-2-ylcarbamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以93.2%的产率得到双(2-二苯基膦乙基)苯基磷
  参考文献：
  名称：

  Synthesis of Chiral Aminophosphines from Chiral Aminoalcohols via Cyclic Sulfamidates

  摘要：

  Protic aminophosphines with multiple chiral centers were synthesized in good yields and high purity by the nucleophilic ring-opening of N-protected cyclic sulfamidates with metal phosphides, followed by hydrolysis and deprotection. This synthetic approach is clean, scalable, and high yielding. The method provides an efficient alternative route for the synthesis of chiral aminophosphines.

  DOI：

  10.1021/jo902302c
• 作为产物：
  描述：

  （4S，5R）-4-甲基-5-苯基-1,2,3-氧代噻唑烷-2,2-二氧化物-3-羧酸叔丁酯 、 potassium diphenylphosphine 在 硫酸 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以91%的产率得到tert-butyl (1S,2S)-1-(diphenylphosphino)-1-phenylpropan-2-ylcarbamate
  参考文献：
  名称：

  Synthesis of Chiral Aminophosphines from Chiral Aminoalcohols via Cyclic Sulfamidates

  摘要：

  Protic aminophosphines with multiple chiral centers were synthesized in good yields and high purity by the nucleophilic ring-opening of N-protected cyclic sulfamidates with metal phosphides, followed by hydrolysis and deprotection. This synthetic approach is clean, scalable, and high yielding. The method provides an efficient alternative route for the synthesis of chiral aminophosphines.

  DOI：

  10.1021/jo902302c

文献信息

• Synthesis of Chiral Aminophosphines from Chiral Aminoalcohols via Cyclic Sulfamidates
  作者：Rongwei Guo、Shuiming Lu、Xuanhua Chen、Chi-Wing Tsang、Wenli Jia、Christine Sui-Seng、Dino Amoroso、Kamaluddin Abdur-Rashid

  DOI：10.1021/jo902302c

  日期：2010.2.5

  Protic aminophosphines with multiple chiral centers were synthesized in good yields and high purity by the nucleophilic ring-opening of N-protected cyclic sulfamidates with metal phosphides, followed by hydrolysis and deprotection. This synthetic approach is clean, scalable, and high yielding. The method provides an efficient alternative route for the synthesis of chiral aminophosphines.