(S)-N¹-((S)-2-Benzylcarbamoyl-2-hydroxy-1-methyl-ethyl)-2-[(S)-2-(3,3-dimethyl-butyrylamino)-3,3-dimethyl-butyrylamino]-N⁴,N⁴-dimethyl-succinamide | 453509-76-7

• 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: (S)-N¹-((S)-2-Benzylcarbamoyl-2-hydroxy-1-methyl-ethyl)-2-[(S)-2-(3,3-dimethyl-butyrylamino)-3,3-dimethyl-butyrylamino]-N⁴,N⁴-dimethyl-succinamide
• 英文别名: deamino-Gly(tBu)-Gly(tBu)-Asn(Me2)-bAla(2-OH,3S-Me)-NHBn；(2S)-N-[(2S)-4-(benzylamino)-3-hydroxy-4-oxobutan-2-yl]-2-[[(2S)-2-(3,3-dimethylbutanoylamino)-3,3-dimethylbutanoyl]amino]-N',N'-dimethylbutanediamide
• CAS: 453509-76-7
• 化学式: C₂₉H₄₇N₅O₆
• 分子量: 561.722
• InChiKey: CIKLAUYKXVTRPQ-VVOZFNQRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  40
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  157
• 氢给体数：
  5
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (S)-N¹-((S)-2-Benzylcarbamoyl-2-hydroxy-1-methyl-ethyl)-2-[(S)-2-(3,3-dimethyl-butyrylamino)-3,3-dimethyl-butyrylamino]-N⁴,N⁴-dimethyl-succinamide 在 2,2,6,6-tetramethyl-piperidine-N-oxyl 、 sodium hypochlorite 、 potassium bromide 作用下， 以82%的产率得到(S)-N¹-((S)-2-Benzylcarbamoyl-1-methyl-2-oxo-ethyl)-2-[(S)-2-(3,3-dimethyl-butyrylamino)-3,3-dimethyl-butyrylamino]-N⁴,N⁴-dimethyl-succinamide
  参考文献：
  名称：

  Short synthesis of protease inhibitors via modified Passerini condensation of N-Boc-α-aminoaldehydes

  摘要：

  Extension of the previously reported modification of Passerini multicomponent reaction (involving condensation with N-Boc-alpha-aminoaldehydes followed by a deprotection-transacylation step) to alpha-aminoacid derived carboxylic or isocyanide components, allowed the highly convergent and short synthesis of complex peptidomimetic structures, including known potent inhibitors of serine proteases. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00728-1
• 作为产物：
  描述：

  3,3-二甲基-1-丁酸 在 palladium on activated charcoal N-甲基吗啉 、 2,4,6-三甲基吡啶 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 氢气 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 、 异丙醇 为溶剂， 生成 (S)-N¹-((S)-2-Benzylcarbamoyl-2-hydroxy-1-methyl-ethyl)-2-[(S)-2-(3,3-dimethyl-butyrylamino)-3,3-dimethyl-butyrylamino]-N⁴,N⁴-dimethyl-succinamide
  参考文献：
  名称：

  Short synthesis of protease inhibitors via modified Passerini condensation of N-Boc-α-aminoaldehydes

  摘要：

  Extension of the previously reported modification of Passerini multicomponent reaction (involving condensation with N-Boc-alpha-aminoaldehydes followed by a deprotection-transacylation step) to alpha-aminoacid derived carboxylic or isocyanide components, allowed the highly convergent and short synthesis of complex peptidomimetic structures, including known potent inhibitors of serine proteases. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00728-1