(3S,7R,8aS)-7-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-2-(2-nitro-benzenesulfonyl)-hexahydro-pyrrolo[1,2-a]pyrazin-4-one | 200623-16-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (3S,7R,8aS)-7-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-2-(2-nitro-benzenesulfonyl)-hexahydro-pyrrolo[1,2-a]pyrazin-4-one
• 英文别名: (3S,7R,8aS)-7-[tert-butyl(diphenyl)silyl]oxy-3-methyl-2-(2-nitrophenyl)sulfonyl-1,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazin-4-one
• CAS: 200623-16-1
• 化学式: C₃₀H₃₅N₃O₆SSi
• 分子量: 593.776
• InChiKey: FHMHHUYBBWRWNZ-KMDXXIMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.53
• 重原子数：
  41
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  121
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (3S,7R,8aS)-7-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-2-(2-nitro-benzenesulfonyl)-hexahydro-pyrrolo[1,2-a]pyrazin-4-one 在 四丁基氟化铵 、 potassium carbonate 、 苯硫酚 、 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 (3S,7R,8aS)-7-Hydroxy-3-methyl-2-(3-nitro-benzyl)-hexahydro-pyrrolo[1,2-a]pyrazin-4-one
  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：

  9-fluorenylmethyloxycarbonyl-5-(4,4'dimethoxytrityloxy)methyl-3-hydroxypyrrolidine 在 哌啶 、 咪唑 、 N,N-二异丙基乙胺 、 乙酰氯 、 三苯基膦 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (3S,7R,8aS)-7-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-2-(2-nitro-benzenesulfonyl)-hexahydro-pyrrolo[1,2-a]pyrazin-4-one
  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