6-((benzo[d][1,3]dioxol-6-yl)methyl)-2-benzyl-6,7-dihydro-3-morpholino-7-((phenylsulfinyl)methyl)pyrrolo[3,4-b]pyridin-5-one | 1337970-18-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 英文名称: 6-((benzo[d][1,3]dioxol-6-yl)methyl)-2-benzyl-6,7-dihydro-3-morpholino-7-((phenylsulfinyl)methyl)pyrrolo[3,4-b]pyridin-5-one
• 英文别名: 7-(benzenesulfinylmethyl)-6-(1,3-benzodioxol-5-ylmethyl)-2-benzyl-3-morpholin-4-yl-7H-pyrrolo[3,4-b]pyridin-5-one
• CAS: 1337970-18-9
• 化学式: C₃₃H₃₁N₃O₅S
• 分子量: 581.692
• InChiKey: LJYRFQIYAZYEOU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  42
• 可旋转键数：
  8
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  100
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  6-((benzo[d][1,3]dioxol-6-yl)methyl)-2-benzyl-6,7-dihydro-3-morpholino-7-((phenylsulfinyl)methyl)pyrrolo[3,4-b]pyridin-5-one 在 三氟甲磺酸三甲基硅酯 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以72%的产率得到(2S,3R)-6-benzyl-7-morpholin-4-yl-2-phenylsulfanyl-16,18-dioxa-5,11-diazapentacyclo[11.7.0.03,11.04,9.015,19]icosa-1(20),4,6,8,13,15(19)-hexaen-10-one
  参考文献：
  名称：

  A short microwave-assisted synthesis of tetrahydroisoquinolin-pyrrolopyridinones by a triple process: Ugi-3CR–aza Diels–Alder/S-oxidation/Pummerer

  摘要：

  A series of tetrahydroisoquinolin-pyrrolopyridinones were prepared from an easily accessible aldehyde, a commercially available amine, a readily isolable isonitrile, and maleic anhydride via a triple process: Ugi-3CR aza Diels-Alder/S-oxidation/Pummerer. The combination of a multicomponent Ugi-type reaction with other post-functionalization processes provides a powerful tool for the preparation of fused polyheterocyclic compounds. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.07.134
• 作为产物：
  描述：

  2-(苯硫基)乙醛 在 间氯过氧苯甲酸 、 scandium tris(trifluoromethanesulfonate) 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 3.0h， 生成 6-((benzo[d][1,3]dioxol-6-yl)methyl)-2-benzyl-6,7-dihydro-3-morpholino-7-((phenylsulfinyl)methyl)pyrrolo[3,4-b]pyridin-5-one
  参考文献：
  名称：

  A short microwave-assisted synthesis of tetrahydroisoquinolin-pyrrolopyridinones by a triple process: Ugi-3CR–aza Diels–Alder/S-oxidation/Pummerer

  摘要：

  A series of tetrahydroisoquinolin-pyrrolopyridinones were prepared from an easily accessible aldehyde, a commercially available amine, a readily isolable isonitrile, and maleic anhydride via a triple process: Ugi-3CR aza Diels-Alder/S-oxidation/Pummerer. The combination of a multicomponent Ugi-type reaction with other post-functionalization processes provides a powerful tool for the preparation of fused polyheterocyclic compounds. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.07.134

文献信息

• A short microwave-assisted synthesis of tetrahydroisoquinolin-pyrrolopyridinones by a triple process: Ugi-3CR–aza Diels–Alder/S-oxidation/Pummerer
  作者：Alejandro Islas-Jácome、Eduardo González-Zamora、Rocío Gámez-Montaño

  DOI：10.1016/j.tetlet.2011.07.134

  日期：2011.10

  A series of tetrahydroisoquinolin-pyrrolopyridinones were prepared from an easily accessible aldehyde, a commercially available amine, a readily isolable isonitrile, and maleic anhydride via a triple process: Ugi-3CR aza Diels-Alder/S-oxidation/Pummerer. The combination of a multicomponent Ugi-type reaction with other post-functionalization processes provides a powerful tool for the preparation of fused polyheterocyclic compounds. (C) 2011 Elsevier Ltd. All rights reserved.