2-(m-bromobenzylamino)-4-methylpentan-1-ol

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(m-bromobenzylamino)-4-methylpentan-1-ol
• 英文别名: 2-[[(3-Bromophenyl)methyl]amino]-4-methylpentan-1-ol；2-[(3-bromophenyl)methylamino]-4-methylpentan-1-ol
• 化学式: C₁₃H₂₀BrNO
• 分子量: 286.212
• InChiKey: NTPOQSQMZBIDNT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (S)-2-{[1-(3-Bromo-phenyl)-meth-(E)-ylidene]-amino}-4-methyl-pentanoic acid methyl ester 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以70%的产率得到2-(m-bromobenzylamino)-4-methylpentan-1-ol
  参考文献：
  名称：

  N-Benzyl Derivatives of Leucine Esters

  摘要：

  Leucine methyl and ethyl esters reacted with 3-bromobenzaldehyde and 4-chlorobenzaldehyde in anhydrous methanol in the presence of magnesium sulfate to afford the coresponding Schiff bases of the general formula (CH3)(2)CHCH2CH(COOR1)N=CHR2 [R-1 = CH3, C2H5, R-2 = 3-BrC6H4, 4-ClC6H4]. Their reduction with sodium tetrahydridoborate yielded N-benzyl derivatives (CH3)(2)CHCH2CH(COOR1)NHCH2R2, which were converted into N-acyl-N-benzyl derivatives (CH3)(2)CHCH2CH(COOR1)N(COR3)CH2R2 [R-3 = CH3, C6H5].

  DOI：

  10.1023/b:rujo.0000034963.96456.70

文献信息

• N-Benzyl Derivatives of Leucine Esters
  作者：L. A. Popova、N. Ya. Yurashevich、V. A. Knizhnikov

  DOI：10.1023/b:rujo.0000034963.96456.70

  日期：2004.3

  Leucine methyl and ethyl esters reacted with 3-bromobenzaldehyde and 4-chlorobenzaldehyde in anhydrous methanol in the presence of magnesium sulfate to afford the coresponding Schiff bases of the general formula (CH3)(2)CHCH2CH(COOR1)N=CHR2 [R-1 = CH3, C2H5, R-2 = 3-BrC6H4, 4-ClC6H4]. Their reduction with sodium tetrahydridoborate yielded N-benzyl derivatives (CH3)(2)CHCH2CH(COOR1)NHCH2R2, which were converted into N-acyl-N-benzyl derivatives (CH3)(2)CHCH2CH(COOR1)N(COR3)CH2R2 [R-3 = CH3, C6H5].