N,N-diisopentylalanine methyl ester | 1408233-48-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N,N-diisopentylalanine methyl ester
• 英文别名: Methyl 2-[bis(3-methylbutyl)amino]propanoate；methyl 2-[bis(3-methylbutyl)amino]propanoate
• CAS: 1408233-48-6
• 化学式: C₁₄H₂₉NO₂
• 分子量: 243.39
• InChiKey: NYBWNHJKDCNHMO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  17
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  、 magnesium,2-methylbutane,bromide 以 四氢呋喃 为溶剂， 反应 0.25h， 以86%的产率得到N,N-diisopentylalanine methyl ester
  参考文献：
  名称：

  Double nucleophilic N-alkylation of α-oxime-esters with Grignard reagents

  摘要：

  Double nucleophilic N-alkylation of alpha-oxime-esters, affording N,N-dialkyl-alpha-amino acids is herein described. Grignard reagents accomplished double N-alkylations via umpolung and various N.N-dialkylated alpha-amino acids were successfully synthesized in 15 min. Both electron-withdrawing sulfonyl groups and electron-donating silyl and methyl groups on oximes were available. Alkylmagnesium species and (E)-configuration of alpha-oxime-ester were essential to this cascade reaction. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.08.091

文献信息

• Double nucleophilic N-alkylation of α-oxime-esters with Grignard reagents
  作者：Yusuke Mizutani、Hiroki Tanimoto、Tsumoru Morimoto、Yasuhiro Nishiyama、Kiyomi Kakiuchi

  DOI：10.1016/j.tetlet.2012.08.091

  日期：2012.10

  Double nucleophilic N-alkylation of alpha-oxime-esters, affording N,N-dialkyl-alpha-amino acids is herein described. Grignard reagents accomplished double N-alkylations via umpolung and various N.N-dialkylated alpha-amino acids were successfully synthesized in 15 min. Both electron-withdrawing sulfonyl groups and electron-donating silyl and methyl groups on oximes were available. Alkylmagnesium species and (E)-configuration of alpha-oxime-ester were essential to this cascade reaction. (C) 2012 Elsevier Ltd. All rights reserved.