(S)-2-Nitromethyl-butyric acid tert-butyl ester | 537005-97-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (S)-2-Nitromethyl-butyric acid tert-butyl ester
• 英文别名: tert-butyl (2S)-2-(nitromethyl)butanoate
• CAS: 537005-97-3
• 化学式: C₉H₁₇NO₄
• 分子量: 203.238
• InChiKey: QXVKSLAIJRQSMV-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-2-Nitromethyl-butyric acid tert-butyl ester 在 palladium on activated charcoal 氢气 作用下， 生成 (S)-2-Aminomethyl-butyric acid tert-butyl ester
  参考文献：
  名称：

  Stereoselective synthesis of β2-amino acids by Michael addition of diorgano zinc reagents to nitro acrylates

  摘要：

  Phosphoramidite-derived copper(I) catalysts readily facilitate the enantioselective 1,4-addition of dialkyl zinc reagents to nitro acrylates. The resulting 2-substituted 3-nitro propionic acid esters can easily be transformed to beta(2)-amino acids. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00788-7
• 作为产物：
  描述：

  diethylzinc 、 (E)-tert-butyl 3-nitroprop-2-enoate 在 (S,R,R)-C₂₀H₁₂O₂PN(CHMePh)2 、 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 various solvent(s) 为溶剂， 反应 0.17h， 生成 (R)-2-Nitromethyl-butyric acid tert-butyl ester 、 (S)-2-Nitromethyl-butyric acid tert-butyl ester
  参考文献：
  名称：

  Stereoselective synthesis of β2-amino acids by Michael addition of diorgano zinc reagents to nitro acrylates

  摘要：

  Phosphoramidite-derived copper(I) catalysts readily facilitate the enantioselective 1,4-addition of dialkyl zinc reagents to nitro acrylates. The resulting 2-substituted 3-nitro propionic acid esters can easily be transformed to beta(2)-amino acids. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00788-7

文献信息

• Stereoselective synthesis of β2-amino acids by Michael addition of diorgano zinc reagents to nitro acrylates
  作者：Uwe Eilitz、Frank Leßmann、Oliver Seidelmann、Volkmar Wendisch

  DOI：10.1016/s0957-4166(02)00788-7

  日期：2003.1

  Phosphoramidite-derived copper(I) catalysts readily facilitate the enantioselective 1,4-addition of dialkyl zinc reagents to nitro acrylates. The resulting 2-substituted 3-nitro propionic acid esters can easily be transformed to beta(2)-amino acids. (C) 2003 Elsevier Science Ltd. All rights reserved.