甲基N-苄基-L-缬氨酸酯盐酸盐(1:1) | 177721-72-1

• 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
• 中文名称: 甲基N-苄基-L-缬氨酸酯盐酸盐(1:1)
• 中文别名: (2R,4R,5R,6R)-4-[(2R,4R,5R,6R)-2-羧基-6-[(1R)-1,2-二羟基乙基]-4,5-二羟基-噁烷-2-基]氧代-6-[(1R)-1,2-二羟基乙基]-5-羟基-2-[[(2R,3S,4R,5R,6R)-6-[[(2R,3S,4R,5R,6R)-3-羟基-5-[[(3R)-3-羟基四癸酰]氨基]-4-[(3R)-3-羟基十四碳；BZL-L-缬氨酸甲酯盐酸盐
• 英文名称: benzyl-[(2S)-1-methoxy-3-methyl-1-oxobutan-2-yl]azanium;chloride
• CAS: 177721-72-1
• 化学式: C₁₃H₁₉NO₂*ClH
• 分子量: 257.76
• InChiKey: WCFZNEINMPTYRU-YDALLXLXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  38.3
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为产物：
  描述：

  L-缬氨酸甲酯盐酸盐 、 溴甲苯 在 cesium hydroxide 、 4 A molecular sieve 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.5h， 以68%的产率得到甲基N-苄基-L-缬氨酸酯盐酸盐(1:1)
  参考文献：
  名称：

  Cesium Hydroxide Promoted Chemoselective N-Alkylation for the Generally Efficient Synthesis of Secondary Amines

  摘要：

  [GRAPHICS]Selective N-alkylation of primary amines was developed using cesium hydroxide to prepare various secondary amines efficiently. A cesium base not only promoted monoalkylations of primary amines but also suppressed overalkylations. Various amines and alkyl bromides were examined, and the preliminary results demonstrated this methodology was highly chemoselective, favoring mono-N-alkylation over dialkylation. In particular, use of amino acid derivatives afforded the desired secondary amines exclusively.

  DOI：

  10.1021/ol9910417

文献信息

• Cesium Hydroxide Promoted Chemoselective <i>N</i>-Alkylation for the Generally Efficient Synthesis of Secondary Amines
  作者：Ralph N. Salvatore、Advait S. Nagle、Shaun E. Schmidt、Kyung Woon Jung

  DOI：10.1021/ol9910417

  日期：1999.12.1

  [GRAPHICS]Selective N-alkylation of primary amines was developed using cesium hydroxide to prepare various secondary amines efficiently. A cesium base not only promoted monoalkylations of primary amines but also suppressed overalkylations. Various amines and alkyl bromides were examined, and the preliminary results demonstrated this methodology was highly chemoselective, favoring mono-N-alkylation over dialkylation. In particular, use of amino acid derivatives afforded the desired secondary amines exclusively.