(1S)-1-[(4S)-4-propan-2-yl-4,5-dihydro-1,3-oxazol-2-yl]ethanamine | 488833-65-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: (1S)-1-[(4S)-4-propan-2-yl-4,5-dihydro-1,3-oxazol-2-yl]ethanamine
• CAS: 488833-65-4
• 化学式: C₈H₁₆N₂O
• 分子量: 156.228
• InChiKey: BQAVYMAPYVUXDP-NKWVEPMBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1S)-1-[(4S)-4-propan-2-yl-4,5-dihydro-1,3-oxazol-2-yl]ethanamine 、 alkaline earth salt of/the/ methylsulfuric acid 在 sodium cyanide 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以66%的产率得到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
• 作为产物：
  描述：

  L-缬氨醇 在 palladium on activated charcoal 伯吉斯试剂 、 氢气 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 生成 (1S)-1-[(4S)-4-propan-2-yl-4,5-dihydro-1,3-oxazol-2-yl]ethanamine
  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

文献信息

• Solid-phase synthesis of phosphine–oxazoline peptides
  作者：Scott R. Gilbertson、Ping Lan

  DOI：10.1016/s0040-4039(02)01596-4

  日期：2002.9

  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.