(3S,4R)-1-tert-butoxycarbonyl-3-tert-butylcarbonylamino-4-hydroxypyrrolidine | 372482-08-1

• 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: (3S,4R)-1-tert-butoxycarbonyl-3-tert-butylcarbonylamino-4-hydroxypyrrolidine
• 英文别名: tert-Butyl (3S,4R)-3-((tert-butoxycarbonyl)amino)-4-hydroxypyrrolidine-1-carboxylate；tert-butyl (3R,4S)-3-hydroxy-4-[(2-methylpropan-2-yl)oxycarbonylamino]pyrrolidine-1-carboxylate
• CAS: 372482-08-1
• 化学式: C₁₄H₂₆N₂O₅
• 分子量: 302.371
• InChiKey: FQEKHGSKXWNVPP-VHSXEESVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  88.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3S,4R)-1-tert-butoxycarbonyl-3-tert-butylcarbonylamino-4-hydroxypyrrolidine 在 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 (3S,4S)-3-Acetoxy-4-tert-butoxycarbonylamino-pyrrolidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Efficient stereospecific synthesis of (S,S)-3-methoxy-4-methylaminopyrrolidine

  摘要：

  Efficient stereospecific synthesis of (S,S)-3-methoxy-4-methylaminopyrrolidine, an important intermediate for a novel quinolone antitumor agent AG-7352 is presented. Starting from either D- Or L-tartaric acid, a stereospecific synthesis of the chiral pyrrolidine was achieved via two S(N)2 displacement reactions. From the results of this synthetic study, the absolute structure of AG-7352 was chemically determined. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00302-0
• 作为产物：
  描述：

  (3S,4R)-3-tert-Butoxycarbonylamino-4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以5.66 g的产率得到(3S,4R)-1-tert-butoxycarbonyl-3-tert-butylcarbonylamino-4-hydroxypyrrolidine
  参考文献：
  名称：

  Efficient stereospecific synthesis of (S,S)-3-methoxy-4-methylaminopyrrolidine

  摘要：

  Efficient stereospecific synthesis of (S,S)-3-methoxy-4-methylaminopyrrolidine, an important intermediate for a novel quinolone antitumor agent AG-7352 is presented. Starting from either D- Or L-tartaric acid, a stereospecific synthesis of the chiral pyrrolidine was achieved via two S(N)2 displacement reactions. From the results of this synthetic study, the absolute structure of AG-7352 was chemically determined. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00302-0

文献信息

• Efficient stereospecific synthesis of (S,S)-3-methoxy-4-methylaminopyrrolidine
  作者：Yasunori Tsuzuki、Katsumi Chiba、Katsuhiko Hino

  DOI：10.1016/s0957-4166(01)00302-0

  日期：2001.7

  Efficient stereospecific synthesis of (S,S)-3-methoxy-4-methylaminopyrrolidine, an important intermediate for a novel quinolone antitumor agent AG-7352 is presented. Starting from either D- Or L-tartaric acid, a stereospecific synthesis of the chiral pyrrolidine was achieved via two S(N)2 displacement reactions. From the results of this synthetic study, the absolute structure of AG-7352 was chemically determined. (C) 2001 Elsevier Science Ltd. All rights reserved.