2-trimethylsilylethyl (2S,4S)-4-amino-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]pyrrolidine-1-carboxylate | 200623-18-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 2-trimethylsilylethyl (2S,4S)-4-amino-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]pyrrolidine-1-carboxylate
• CAS: 200623-18-3
• 化学式: C₃₂H₄₂N₂O₅Si
• 分子量: 562.781
• InChiKey: JONKXGLSPDTOEU-NSOVKSMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.89
• 重原子数：
  40
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  83.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  对甲苯异氰酸酯 、 三氟乙酸 、 2-trimethylsilylethyl (2S,4S)-4-amino-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]pyrrolidine-1-carboxylate 在 三乙基硅烷 、 二氯乙酸 、 吡啶硼烷 、 4-hydroxybenzaldehyde modified ArgoGel resin 、 溶剂黄146 、 原甲酸三甲酯 作用下， 生成 1-((3S,5S)-5-Hydroxymethyl-pyrrolidin-3-yl)-3-p-tolyl-urea; compound with trifluoro-acetic acid
  参考文献：
  名称：

  The solid phase synthesis of trisubstituted 1,4-diazabicyclo[4.3.0]nonan-2-one scaffolds: On bead monitoring of heterocycle forming reactions using 15N NMR

  摘要：

  Several representative 3,4,8-trisubstituted 1,4-diazabicyclo[3.4.0]nonan-2-ones have been prepared employing solid phase methodologies. Elaboration of a 4-hydroxyproline derivative with an N-15-amino acid derivative allowed convenient monitoring of the reaction sequence on solid support by gel-phase N-15 NMR. An intramolecular Mitsunobu cyclization provided the desired heterocycle, which could be further functionalized at the 4-position. This synthetic method is facile, general, and suitable for the construction of large libraries of compounds for biological assays. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10375-6
• 作为产物：
  描述：

  N-[2-(三甲基硅基)乙氧羰氧基]琥珀酰亚胺 在 吡啶 、 sodium azide 、 苯硫酚 、 三乙胺 、 tin(ll) chloride 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 2-trimethylsilylethyl (2S,4S)-4-amino-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]pyrrolidine-1-carboxylate
  参考文献：
  名称：

  The solid phase synthesis of trisubstituted 1,4-diazabicyclo[4.3.0]nonan-2-one scaffolds: On bead monitoring of heterocycle forming reactions using 15N NMR

  摘要：

  Several representative 3,4,8-trisubstituted 1,4-diazabicyclo[3.4.0]nonan-2-ones have been prepared employing solid phase methodologies. Elaboration of a 4-hydroxyproline derivative with an N-15-amino acid derivative allowed convenient monitoring of the reaction sequence on solid support by gel-phase N-15 NMR. An intramolecular Mitsunobu cyclization provided the desired heterocycle, which could be further functionalized at the 4-position. This synthetic method is facile, general, and suitable for the construction of large libraries of compounds for biological assays. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10375-6

文献信息

• The solid phase synthesis of trisubstituted 1,4-diazabicyclo[4.3.0]nonan-2-one scaffolds: On bead monitoring of heterocycle forming reactions using 15N NMR
  作者：Eric E. Swayze

  DOI：10.1016/s0040-4039(97)10375-6

  日期：1997.12

  Several representative 3,4,8-trisubstituted 1,4-diazabicyclo[3.4.0]nonan-2-ones have been prepared employing solid phase methodologies. Elaboration of a 4-hydroxyproline derivative with an N-15-amino acid derivative allowed convenient monitoring of the reaction sequence on solid support by gel-phase N-15 NMR. An intramolecular Mitsunobu cyclization provided the desired heterocycle, which could be further functionalized at the 4-position. This synthetic method is facile, general, and suitable for the construction of large libraries of compounds for biological assays. (C) 1997 Published by Elsevier Science Ltd.