(1R,2aR,2bR,5S,6aR)-1-Hydroxymethyl-2b-methyl-6-oxo-5-phenyl-hexahydro-3-oxa-5a-aza-cyclobuta[a]pentalene-6a-carboxylic acid tert-butyl ester | 211573-41-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: (1R,2aR,2bR,5S,6aR)-1-Hydroxymethyl-2b-methyl-6-oxo-5-phenyl-hexahydro-3-oxa-5a-aza-cyclobuta[a]pentalene-6a-carboxylic acid tert-butyl ester
• 英文别名: tert-butyl (1R,2R,4R,5R,8S)-4-(hydroxymethyl)-1-methyl-6-oxo-8-phenyl-10-oxa-7-azatricyclo[5.3.0.02,5]decane-5-carboxylate
• CAS: 211573-41-0
• 化学式: C₂₁H₂₇NO₅
• 分子量: 373.449
• InChiKey: QIPCUUQKSHEVBD-NUJXGAOPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  76.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (1R,2aR,2bR,5S,6aR)-1-Hydroxymethyl-2b-methyl-6-oxo-5-phenyl-hexahydro-3-oxa-5a-aza-cyclobuta[a]pentalene-6a-carboxylic acid tert-butyl ester 在 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以91%的产率得到
  参考文献：
  名称：

  Allyldimethyltritylsilane: construction of enantiomerically pure cyclobutano[c]fused pyrrolidines

  摘要：

  Cyclobutannulation of the bicyclic lactam with allyldimethyltritylsilane is accomplished in high yield with good diastereoselectivity. The resulting tricyclic system is converted to a enantiomerically pure cyclobutane-fused pyrrolidine. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00083-7
• 作为产物：
  描述：

  (3S,7aR)-7a-Methyl-5-oxo-3-phenyl-2,3,5,7a-tetrahydro-pyrrolo[2,1-b]oxazole-6-carboxylic acid tert-butyl ester 在 四丁基氢氧化铵 、 双氧水 、 四氯化钛 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 28.0h， 生成 (1R,2aR,2bR,5S,6aR)-1-Hydroxymethyl-2b-methyl-6-oxo-5-phenyl-hexahydro-3-oxa-5a-aza-cyclobuta[a]pentalene-6a-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Allyldimethyltritylsilane: construction of enantiomerically pure cyclobutano[c]fused pyrrolidines

  摘要：

  Cyclobutannulation of the bicyclic lactam with allyldimethyltritylsilane is accomplished in high yield with good diastereoselectivity. The resulting tricyclic system is converted to a enantiomerically pure cyclobutane-fused pyrrolidine. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00083-7

文献信息

• Allyldimethyltritylsilane: construction of enantiomerically pure cyclobutano[c]fused pyrrolidines
  作者：Michael D Groaning、Gregory P Brengel、A.I Meyers

  DOI：10.1016/s0040-4020(01)00083-7

  日期：2001.3

  Cyclobutannulation of the bicyclic lactam with allyldimethyltritylsilane is accomplished in high yield with good diastereoselectivity. The resulting tricyclic system is converted to a enantiomerically pure cyclobutane-fused pyrrolidine. (C) 2001 Elsevier Science Ltd. All rights reserved.