N-[(2S)-1-oxo-1-(4-oxobutylamino)-3-(4-phenylmethoxyphenyl)propan-2-yl]butanamide | 172992-37-9

• 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-oxo-1-(4-oxobutylamino)-3-(4-phenylmethoxyphenyl)propan-2-yl]butanamide
• CAS: 172992-37-9
• 化学式: C₂₄H₃₀N₂O₄
• 分子量: 410.513
• InChiKey: YYJIFVWOHYVYGC-QFIPXVFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  30
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  84.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-[(2S)-1-oxo-1-(4-oxobutylamino)-3-(4-phenylmethoxyphenyl)propan-2-yl]butanamide 在 palladium on activated charcoal 氢气 、 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 15.0~25.0 ℃ 、101.33 kPa 条件下， 反应 16.0h， 生成 Philanthotoxin 433
  参考文献：
  名称：

  Total syntheses of polyamine amides PhTX-4.3.3 and PhTX-3.4.3: Reductive alkylation is a rapid, practical route to philanthotoxins

  摘要：

  Reductive alkylation allows a rapid and practical entry to the polyamine amide wasp toxin philanthotoxin-4.3.3. Philanthotoxin-3.4.3 has been prepared, in two steps, by the monoacylation of spermine. These polyamine amides are selective molecular pharmacological tools for cation channels gated by glutamic acid and acetylcholine, and may have potential as neuroprotective agents.

  DOI：

  10.1016/0040-4039(95)01996-u
• 作为产物：
  描述：

  methyl 2S-amino-3-(4-benzyloxyphenyl)propionate hydrochloride 在 盐酸 、 sodium hydroxide 、 草酰氯 、 1-羟基苯并三唑 、 二甲基亚砜 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 22.0h， 生成 N-[(2S)-1-oxo-1-(4-oxobutylamino)-3-(4-phenylmethoxyphenyl)propan-2-yl]butanamide
  参考文献：
  名称：

  Total syntheses of polyamine amides PhTX-4.3.3 and PhTX-3.4.3: Reductive alkylation is a rapid, practical route to philanthotoxins

  摘要：

  Reductive alkylation allows a rapid and practical entry to the polyamine amide wasp toxin philanthotoxin-4.3.3. Philanthotoxin-3.4.3 has been prepared, in two steps, by the monoacylation of spermine. These polyamine amides are selective molecular pharmacological tools for cation channels gated by glutamic acid and acetylcholine, and may have potential as neuroprotective agents.

  DOI：

  10.1016/0040-4039(95)01996-u

文献信息

• Total syntheses of polyamine amides PhTX-4.3.3 and PhTX-3.4.3: Reductive alkylation is a rapid, practical route to philanthotoxins
  作者：Eduardo Moya、Ian S. Blagbrough

  DOI：10.1016/0040-4039(95)01996-u

  日期：1995.12

  Reductive alkylation allows a rapid and practical entry to the polyamine amide wasp toxin philanthotoxin-4.3.3. Philanthotoxin-3.4.3 has been prepared, in two steps, by the monoacylation of spermine. These polyamine amides are selective molecular pharmacological tools for cation channels gated by glutamic acid and acetylcholine, and may have potential as neuroprotective agents.