(3R,4S)-1-tert-butoxycarbonyl-3-tert-butoxycabonylamino-4-methylpyrrolidine | 1107665-72-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (3R,4S)-1-tert-butoxycarbonyl-3-tert-butoxycabonylamino-4-methylpyrrolidine
• 英文别名: tert-butyl (3S,4R)-3-methyl-4-[(2-methylpropan-2-yl)oxycarbonylamino]pyrrolidine-1-carboxylate
• CAS: 1107665-72-4
• 化学式: C₁₅H₂₈N₂O₄
• 分子量: 300.398
• InChiKey: MQYOGHLQTKVYIB-QWRGUYRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (3R,4S)-1-tert-butoxycarbonyl-3-tert-butoxycabonylamino-4-methylpyrrolidine 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以91%的产率得到3-Pyrrolidinamine, 4-methyl-, dihydrochloride, (3R-cis)-
  参考文献：
  名称：

  Stereoselective synthesis of (3R,4S)-3-amino-4-methyl pyrrolidine

  摘要：

  A stereoselective approach for the synthesis of (3R,4S)-3-amino-4-methyl pyrrolidine, a part of the structure of a quinoline antibacterial compound and the naphthyridine antitumor agent, is described. The key reaction is the one-pot reduction and regioselective cyclization of azidoditosyl derivative 9 to pyrrolidine 10. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.10.005
• 作为产物：
  描述：

  tert-butyl (3R,4S)-3-amino-4-methylpyrrolidine-1-carboxylate 、 二碳酸二叔丁酯 以 甲醇 为溶剂， 以60 mg的产率得到(3R,4S)-1-tert-butoxycarbonyl-3-tert-butoxycabonylamino-4-methylpyrrolidine
  参考文献：
  名称：

  Stereoselective synthesis of (3R,4S)-3-amino-4-methyl pyrrolidine

  摘要：

  A stereoselective approach for the synthesis of (3R,4S)-3-amino-4-methyl pyrrolidine, a part of the structure of a quinoline antibacterial compound and the naphthyridine antitumor agent, is described. The key reaction is the one-pot reduction and regioselective cyclization of azidoditosyl derivative 9 to pyrrolidine 10. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.10.005

文献信息

• Stereoselective synthesis of (3R,4S)-3-amino-4-methyl pyrrolidine
  作者：G. Jayachitra、Ravi Kumar Anchoori、B. Venkateswara Rao

  DOI：10.1016/j.tetasy.2008.10.005

  日期：2008.10

  A stereoselective approach for the synthesis of (3R,4S)-3-amino-4-methyl pyrrolidine, a part of the structure of a quinoline antibacterial compound and the naphthyridine antitumor agent, is described. The key reaction is the one-pot reduction and regioselective cyclization of azidoditosyl derivative 9 to pyrrolidine 10. (C) 2008 Elsevier Ltd. All rights reserved.