[(2S,3S)-1-amino-3-methoxy-5-methyl-1-oxohex-5-en-2-yl] benzoate | 957770-49-9

• 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: [(2S,3S)-1-amino-3-methoxy-5-methyl-1-oxohex-5-en-2-yl] benzoate
• CAS: 957770-49-9
• 化学式: C₁₅H₁₉NO₄
• 分子量: 277.32
• InChiKey: GDLGZGRADMLFRE-STQMWFEESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  78.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(2R,4R,6S)-2-ethyl-6-formyl-3,3-dimethyloxan-4-yl] acetate 、 [(2S,3S)-1-amino-3-methoxy-5-methyl-1-oxohex-5-en-2-yl] benzoate 在 氯代二环己基硼烷 、 三乙胺 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 0.5h， 以40%的产率得到[(2S,3S)-1-[[[(2S,4R,6R)-4-acetyloxy-6-ethyl-5,5-dimethyloxan-2-yl]-hydroxymethyl]amino]-3-methoxy-5-methyl-1-oxohex-5-en-2-yl] benzoate
  参考文献：
  名称：

  Direct carbinolamide synthesis

  摘要：

  Carbinolamides were prepared by treatment of aldehydes with carboxamides in the presence of dicyclohexylboron chloride and triethylamine. All carbinolamide products were stable to isolation, purification and routine handling. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.08.077
• 作为产物：
  描述：

  Benzoic acid (1S,2S)-1-carboxy-2-methoxy-4-methyl-pent-4-enyl ester 在 N,N-二甲基甲酰胺 草酰氯 、 氨 作用下， 以80%的产率得到[(2S,3S)-1-amino-3-methoxy-5-methyl-1-oxohex-5-en-2-yl] benzoate
  参考文献：
  名称：

  Direct carbinolamide synthesis

  摘要：

  Carbinolamides were prepared by treatment of aldehydes with carboxamides in the presence of dicyclohexylboron chloride and triethylamine. All carbinolamide products were stable to isolation, purification and routine handling. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.08.077

文献信息

• Direct carbinolamide synthesis
  作者：Sezgin Kiren、Ning Shangguan、Lawrence J. Williams

  DOI：10.1016/j.tetlet.2007.08.077

  日期：2007.10

  Carbinolamides were prepared by treatment of aldehydes with carboxamides in the presence of dicyclohexylboron chloride and triethylamine. All carbinolamide products were stable to isolation, purification and routine handling. (C) 2007 Elsevier Ltd. All rights reserved.