N-[(2S)-1-[methoxy(methyl)amino]-4-methyl-1-oxopentan-2-yl]pyridine-2-carboxamide | 290816-73-8

• 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-[(2S)-1-[methoxy(methyl)amino]-4-methyl-1-oxopentan-2-yl]pyridine-2-carboxamide
• CAS: 290816-73-8
• 化学式: C₁₄H₂₁N₃O₃
• 分子量: 279.339
• InChiKey: YJIHQAYLTNLKEL-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  71.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-[(2S)-1-[methoxy(methyl)amino]-4-methyl-1-oxopentan-2-yl]pyridine-2-carboxamide 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 N-[(2S)-4-methyl-1-oxopentan-2-yl]pyridine-2-carboxamide
  参考文献：
  名称：

  A Practical Approach to the Synthesis of 2,4-Disubstituted Oxazoles from Amino Acids

  摘要：

  [GRAPHICS]A new sequence for the synthesis of various 2,4-disubstituted oxazoles from alpha-amino acids is reported. The method is shown to be general and incorporates the reagent combination, triphenylphosphine/hexachloroethane, for cyclodehydration of intermediate alpha-acylamino aldehydes. Implementation of this reagent system for the conversion of alpha-acylamino ketones to oxazoles is briefly investigated.

  DOI：

  10.1021/ol020092s
• 作为产物：
  描述：

  N-(叔丁氧基羰基)-L-亮氨酸-N′-甲氧基-N′-甲酰胺 以 二氯甲烷 为溶剂， 生成 N-[(2S)-1-[methoxy(methyl)amino]-4-methyl-1-oxopentan-2-yl]pyridine-2-carboxamide
  参考文献：
  名称：

  A Practical Approach to the Synthesis of 2,4-Disubstituted Oxazoles from Amino Acids

  摘要：

  [GRAPHICS]A new sequence for the synthesis of various 2,4-disubstituted oxazoles from alpha-amino acids is reported. The method is shown to be general and incorporates the reagent combination, triphenylphosphine/hexachloroethane, for cyclodehydration of intermediate alpha-acylamino aldehydes. Implementation of this reagent system for the conversion of alpha-acylamino ketones to oxazoles is briefly investigated.

  DOI：

  10.1021/ol020092s

文献信息

• A Practical Approach to the Synthesis of 2,4-Disubstituted Oxazoles from Amino Acids
  作者：Tina Morwick、Matt Hrapchak、Molly DeTuri、Scot Campbell

  DOI：10.1021/ol020092s

  日期：2002.8.1

  [GRAPHICS]A new sequence for the synthesis of various 2,4-disubstituted oxazoles from alpha-amino acids is reported. The method is shown to be general and incorporates the reagent combination, triphenylphosphine/hexachloroethane, for cyclodehydration of intermediate alpha-acylamino aldehydes. Implementation of this reagent system for the conversion of alpha-acylamino ketones to oxazoles is briefly investigated.