(3R,5R)-1-(tert-butoxycarbonyl)-3-hydroxy-5-methyl-2-pyrrolidinone | 213699-31-1

• 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: (3R,5R)-1-(tert-butoxycarbonyl)-3-hydroxy-5-methyl-2-pyrrolidinone
• 英文别名: tert-butyl (3R,5R)-3-hydroxy-5-methyl-2-oxopyrrolidine-1-carboxylate
• CAS: 213699-31-1
• 化学式: C₁₀H₁₇NO₄
• 分子量: 215.249
• InChiKey: HSOSCBVIDQQWAH-RNFRBKRXSA-N

物化性质

• 沸点：
  362.7±35.0 °C(Predicted)
• 密度：
  1.192±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (3R,5R)-1-(tert-butoxycarbonyl)-3-hydroxy-5-methyl-2-pyrrolidinone 在 吡啶 、 4-甲基苯磺酸吡啶 、 三乙基硼氢化锂 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 20.0h， 生成 (3R,5R)-3-acetoxy-1-(tert-butoxycarbonyl)-2-methoxy-5-methylpyrrolidine
  参考文献：
  名称：

  Diastereoselective syntheses of (2R,3R,5R)- and (2S,3S,5S)-3-hydroxy-5-methyl-2-pyrrolidinecarboxylic acid as a component of actinomycin Z1

  摘要：

  A novel diastereoselective syntheses of both (2R,3R,5R)-1 and its enantiomer (7S,3S,5S)-1 were accomplished by employing trans-selective nucleophilic addition of cyanide to 3-benzoyloxy-N-acyliminium ions as the key step, starting from trans-4-hydroxy-L-proline. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00604-8
• 作为产物：
  描述：

  tert-butyl (2R,4R)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-methylpyrrolidine-1-carboxylate 在 ruthenium(IV) oxide 、 sodium periodate 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 反应 6.0h， 生成 (3R,5R)-1-(tert-butoxycarbonyl)-3-hydroxy-5-methyl-2-pyrrolidinone
  参考文献：
  名称：

  Diastereoselective syntheses of (2R,3R,5R)- and (2S,3S,5S)-3-hydroxy-5-methyl-2-pyrrolidinecarboxylic acid as a component of actinomycin Z1

  摘要：

  A novel diastereoselective syntheses of both (2R,3R,5R)-1 and its enantiomer (7S,3S,5S)-1 were accomplished by employing trans-selective nucleophilic addition of cyanide to 3-benzoyloxy-N-acyliminium ions as the key step, starting from trans-4-hydroxy-L-proline. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00604-8

文献信息

• Diastereoselective syntheses of (2R,3R,5R)- and (2S,3S,5S)-3-hydroxy-5-methyl-2-pyrrolidinecarboxylic acid as a component of actinomycin Z1
  作者：Ken-ichi Tanaka、Hiroyuki Sawanishi

  DOI：10.1016/s0040-4020(98)00604-8

  日期：1998.8

  A novel diastereoselective syntheses of both (2R,3R,5R)-1 and its enantiomer (7S,3S,5S)-1 were accomplished by employing trans-selective nucleophilic addition of cyanide to 3-benzoyloxy-N-acyliminium ions as the key step, starting from trans-4-hydroxy-L-proline. (C) 1998 Elsevier Science Ltd. All rights reserved.