(1S,2R,6S,14R,15S)-8-[tert-butyl(dimethyl)silyl]oxy-14-methoxy-4-methyl-4,12-diazatetracyclo[7.6.0.02,6.012,15]pentadec-8-ene-3,5,13-trione | 780782-06-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: (1S,2R,6S,14R,15S)-8-[tert-butyl(dimethyl)silyl]oxy-14-methoxy-4-methyl-4,12-diazatetracyclo[7.6.0.02,6.012,15]pentadec-8-ene-3,5,13-trione
• CAS: 780782-06-1
• 化学式: C₂₁H₃₂N₂O₅Si
• 分子量: 420.581
• InChiKey: DUJIWBGTSSPWPM-PYIOCPRISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.14
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  76.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (1S,2R,6S,14R,15S)-8-[tert-butyl(dimethyl)silyl]oxy-14-methoxy-4-methyl-4,12-diazatetracyclo[7.6.0.02,6.012,15]pentadec-8-ene-3,5,13-trione 以 氘代氯仿 为溶剂， 反应 1.0h， 以100%的产率得到(1R,2R,6S,14R,15S)-8-[tert-butyl(dimethyl)silyl]oxy-14-methoxy-4-methyl-4,12-diazatetracyclo[7.6.0.02,6.012,15]pentadec-7-ene-3,5,13-trione
  参考文献：
  名称：

  Access to enantiopure polycyclic β-lactams by Diels–Alder reaction of novel inner-outer-ring 2-(silyloxy)dienes with a carbacepham skeleton

  摘要：

  The synthesis of unprecedented inner-outer-ring 2-[tert-butyidimethylsilyloxy]dienes with a carbacepham structure in optically pure form and their totally pi-facial endo selective Diels-Alder reactions to structurally novel polycyclic beta-lactams is reported. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2004.08.022
• 作为产物：
  描述：

  (4S,5S,6S,7R)-5-Hydroxy-4-isopropenyl-7-methoxy-1-aza-bicyclo[4.2.0]octan-8-one 在 ruthenium trichloride 、 sodium periodate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三乙胺 作用下， 以 二氯甲烷 、 水 、 1,2-二氯乙烷 、 甲苯 、 苯 为溶剂， 反应 5.5h， 生成 (1S,2R,6S,14R,15S)-8-[tert-butyl(dimethyl)silyl]oxy-14-methoxy-4-methyl-4,12-diazatetracyclo[7.6.0.02,6.012,15]pentadec-8-ene-3,5,13-trione
  参考文献：
  名称：

  Access to enantiopure polycyclic β-lactams by Diels–Alder reaction of novel inner-outer-ring 2-(silyloxy)dienes with a carbacepham skeleton

  摘要：

  The synthesis of unprecedented inner-outer-ring 2-[tert-butyidimethylsilyloxy]dienes with a carbacepham structure in optically pure form and their totally pi-facial endo selective Diels-Alder reactions to structurally novel polycyclic beta-lactams is reported. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2004.08.022

文献信息

• Access to enantiopure polycyclic β-lactams by Diels–Alder reaction of novel inner-outer-ring 2-(silyloxy)dienes with a carbacepham skeleton
  作者：Benito Alcaide、Rosa M. de Murga、Carmen Pardo、Carolina Rodríguez-Ranera

  DOI：10.1016/j.tetlet.2004.08.022

  日期：2004.9

  The synthesis of unprecedented inner-outer-ring 2-[tert-butyidimethylsilyloxy]dienes with a carbacepham structure in optically pure form and their totally pi-facial endo selective Diels-Alder reactions to structurally novel polycyclic beta-lactams is reported. (C) 2004 Published by Elsevier Ltd.