benzyl N-[3-[(3S,7E,9S,12R,16S,19S)-12-[(2S)-butan-2-yl]-2,6,11,14,15,18-hexaoxo-3-(2-trimethylsilylethoxycarbonylamino)-9-[[4-tri(propan-2-yl)silyloxyphenyl]methyl]-1,5,10,13,17-pentazabicyclo[17.3.0]docos-7-en-16-yl]propyl]-N-[(E)-N'-phenylmethoxycarbonylcarbamimidoyl]carbamate | 475503-61-8

• 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: benzyl N-[3-[(3S,7E,9S,12R,16S,19S)-12-[(2S)-butan-2-yl]-2,6,11,14,15,18-hexaoxo-3-(2-trimethylsilylethoxycarbonylamino)-9-[[4-tri(propan-2-yl)silyloxyphenyl]methyl]-1,5,10,13,17-pentazabicyclo[17.3.0]docos-7-en-16-yl]propyl]-N-[(E)-N'-phenylmethoxycarbonylcarbamimidoyl]carbamate
• CAS: 475503-61-8
• 化学式: C₆₃H₉₁N₉O₁₃Si₂
• 分子量: 1238.64
• InChiKey: QSVJTKSIQZIDHD-RYKXVVRBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.24
• 重原子数：
  87
• 可旋转键数：
  25
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  296
• 氢给体数：
  6
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  benzyl N-[3-[(3S,7E,9S,12R,16S,19S)-12-[(2S)-butan-2-yl]-2,6,11,14,15,18-hexaoxo-3-(2-trimethylsilylethoxycarbonylamino)-9-[[4-tri(propan-2-yl)silyloxyphenyl]methyl]-1,5,10,13,17-pentazabicyclo[17.3.0]docos-7-en-16-yl]propyl]-N-[(E)-N'-phenylmethoxycarbonylcarbamimidoyl]carbamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 生成
  参考文献：
  名称：

  Application of cyano ylide methodology to the synthesis of cyclotheonamides E2 and E3

  摘要：

  A total synthesis of cyclotheonamides E-2 and E-3 is reported. A key step in the synthesis involves the formation of the alpha-keto amide linkage by application of the cyano ylide activation of a carboxyl group as developed in our earlier syntheses of cyclic peptide protease inhibitors. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00627-0
• 作为产物：
  描述：

  在 4-二甲氨基吡啶 、 碳酸氢钠 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 21.0h， 以86.8 mg的产率得到benzyl N-[3-[(3S,7E,9S,12R,16S,19S)-12-[(2S)-butan-2-yl]-2,6,11,14,15,18-hexaoxo-3-(2-trimethylsilylethoxycarbonylamino)-9-[[4-tri(propan-2-yl)silyloxyphenyl]methyl]-1,5,10,13,17-pentazabicyclo[17.3.0]docos-7-en-16-yl]propyl]-N-[(E)-N'-phenylmethoxycarbonylcarbamimidoyl]carbamate
  参考文献：
  名称：

  Application of cyano ylide methodology to the synthesis of cyclotheonamides E2 and E3

  摘要：

  A total synthesis of cyclotheonamides E-2 and E-3 is reported. A key step in the synthesis involves the formation of the alpha-keto amide linkage by application of the cyano ylide activation of a carboxyl group as developed in our earlier syntheses of cyclic peptide protease inhibitors. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00627-0

文献信息

• Application of cyano ylide methodology to the synthesis of cyclotheonamides E2 and E3
  作者：Harry H Wasserman、Rui Zhang

  DOI：10.1016/s0040-4020(02)00627-0

  日期：2002.8

  A total synthesis of cyclotheonamides E-2 and E-3 is reported. A key step in the synthesis involves the formation of the alpha-keto amide linkage by application of the cyano ylide activation of a carboxyl group as developed in our earlier syntheses of cyclic peptide protease inhibitors. (C) 2002 Elsevier Science Ltd. All rights reserved.