benzyl N-[(4S)-6-cyano-4-[[(2S)-1-[(2S)-3-[(2-methylpropan-2-yl)oxycarbonylamino]-2-(2-trimethylsilylethoxycarbonylamino)propanoyl]pyrrolidine-2-carbonyl]amino]-5-oxo-6-(triphenyl-lambda5-phosphanylidene)hexyl]-N-[(E)-N'-phenylmethoxycarbonylcarbamimidoyl]carbamate | 475503-58-3

• 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-[(4S)-6-cyano-4-[[(2S)-1-[(2S)-3-[(2-methylpropan-2-yl)oxycarbonylamino]-2-(2-trimethylsilylethoxycarbonylamino)propanoyl]pyrrolidine-2-carbonyl]amino]-5-oxo-6-(triphenyl-lambda5-phosphanylidene)hexyl]-N-[(E)-N'-phenylmethoxycarbonylcarbamimidoyl]carbamate
• 英文别名: benzyl N-[(4S)-6-cyano-4-[[(2S)-1-[(2S)-3-[(2-methylpropan-2-yl)oxycarbonylamino]-2-(2-trimethylsilylethoxycarbonylamino)propanoyl]pyrrolidine-2-carbonyl]amino]-5-oxo-6-(triphenyl-λ5-phosphanylidene)hexyl]-N-[(E)-N'-phenylmethoxycarbonylcarbamimidoyl]carbamate
• CAS: 475503-58-3
• 化学式: C₆₁H₇₃N₈O₁₁PSi
• 分子量: 1153.36
• InChiKey: NAGDKZZKGXSWDY-HTZDTEJJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.75
• 重原子数：
  82
• 可旋转键数：
  28
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  261
• 氢给体数：
  4
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  benzyl N-[(4S)-6-cyano-4-[[(2S)-1-[(2S)-3-[(2-methylpropan-2-yl)oxycarbonylamino]-2-(2-trimethylsilylethoxycarbonylamino)propanoyl]pyrrolidine-2-carbonyl]amino]-5-oxo-6-(triphenyl-lambda5-phosphanylidene)hexyl]-N-[(E)-N'-phenylmethoxycarbonylcarbamimidoyl]carbamate 在 四(三苯基膦)钯 苯硅烷 、 臭氧 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 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：

  (三苯基膦)乙腈 在 4-二甲氨基吡啶 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 benzyl N-[(4S)-6-cyano-4-[[(2S)-1-[(2S)-3-[(2-methylpropan-2-yl)oxycarbonylamino]-2-(2-trimethylsilylethoxycarbonylamino)propanoyl]pyrrolidine-2-carbonyl]amino]-5-oxo-6-(triphenyl-lambda5-phosphanylidene)hexyl]-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.