Boc-Pps-Pro-D-Phe-Ala-Oxa-i-Pr | 354816-32-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Boc-Pps-Pro-D-Phe-Ala-Oxa-i-Pr
• 英文别名: tert-butyl N-[(2R)-3-diphenylphosphinothioyl-1-oxo-1-[(2S)-2-[[(2R)-1-oxo-3-phenyl-1-[[(1S)-1-[(4S)-4-propan-2-yl-4,5-dihydro-1,3-oxazol-2-yl]ethyl]amino]propan-2-yl]carbamoyl]pyrrolidin-1-yl]propan-2-yl]carbamate
• CAS: 354816-32-3
• 化学式: C₄₂H₅₄N₅O₆PS
• 分子量: 787.96
• InChiKey: PLSMTYCADGFDQC-XGMCECRGSA-N

物化性质

• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  55
• 可旋转键数：
  16
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  171
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  Boc-Pps-Pro-D-Phe-Ala-Oxa-i-Pr 在 镍 作用下， 以 乙腈 为溶剂， 生成 [(R)-1-[(Diphenylphosphanyl)-methyl]-2-((S)-2-{(R)-1-[(S)-1-((S)-4-isopropyl-4,5-dihydro-oxazol-2-yl)-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-pyrrolidin-1-yl)-2-oxo-ethyl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Kinetic Resolution in Palladium-Catalyzed Asymmetric Allylic Alkylations by a P,O Ligand System

  摘要：

  [GRAPHICS]Through the investigation of peptide-based phosphine oxazoline ligands, a simple P,O ligand system was developed. This system provides palladium complexes that are capable of a very high degree of kinetic resolution of 1,3-diphenylprop-2-enyl acetate. The isolated palladium complex was synthesized, characterized, and determined to be an effective procatalyst.

  DOI：

  10.1021/ol0161256
• 作为产物：
  描述：

  [(S)-1-((S)-1-Hydroxymethyl-2-methyl-propylcarbamoyl)-ethyl]-carbamic acid benzyl ester 在 palladium on activated charcoal sodium cyanide 、 伯吉斯试剂 、 氢气 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 生成 Boc-Pps-Pro-D-Phe-Ala-Oxa-i-Pr
  参考文献：
  名称：

  Solid-phase synthesis of phosphine–oxazoline peptides

  摘要：

  An approach is presented that allows for the synthesis of phosphine-oxazoline ligands by solid-phase synthesis. The method involves the synthesis of amino oxazolines and their use in the cleavage of phosphine sulfide peptides from Kaiser oxime resin. It was discovered that the addition of a catalytic amount of sodium cyanide allows the nucleophilie cleavage from the resin to take place at room temperature and without the addition of acid. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01596-4