[(1aR,7R,7aR,7bS)-5-oxo-2,3,6,7,7a,7b-hexahydro-1aH-oxireno[2,3-g]indolizin-7-yl] benzoate | 163812-00-8

• 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: [(1aR,7R,7aR,7bS)-5-oxo-2,3,6,7,7a,7b-hexahydro-1aH-oxireno[2,3-g]indolizin-7-yl] benzoate
• CAS: 163812-00-8
• 化学式: C₁₅H₁₅NO₄
• 分子量: 273.288
• InChiKey: PDHBEOIELJXYRD-HBJVGIJOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  59.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(1aR,7R,7aR,7bS)-5-oxo-2,3,6,7,7a,7b-hexahydro-1aH-oxireno[2,3-g]indolizin-7-yl] benzoate 在 Dowex-50 (H(+)) 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 Benzoic acid (1R,7S,8S,8aS)-7,8-dihydroxy-3-oxo-octahydro-indolizin-1-yl ester
  参考文献：
  名称：

  Stereocontrolled syntheses of polyhydroxy indolizidines, including 8a-epi-, 6,8a-diepi- and 1,6-diepi-castanospermine, starting from malic acid

  摘要：

  Stereocontrolled total syntheses of one trihydroxy indolizidine 15 and three tetrahydroxy indolizidines, 17, 21 and 23 - all diastereoisomers of castanospermine - are described which use malic acid as the only chiral starting material.

  DOI：

  10.1016/0040-4039(95)00249-c
• 作为产物：
  描述：

  Benzoic acid (1R,8aS)-3-oxo-1,2,3,5,6,8a-hexahydro-indolizin-1-yl ester 在 间氯过氧苯甲酸 作用下， 生成 [(1aR,7R,7aR,7bS)-5-oxo-2,3,6,7,7a,7b-hexahydro-1aH-oxireno[2,3-g]indolizin-7-yl] benzoate 、 Benzoic acid (1aS,6R,6aR,6bR)-4-oxo-octahydro-1-oxa-3a-aza-cyclopropa[e]inden-6-yl ester
  参考文献：
  名称：

  Stereocontrolled syntheses of polyhydroxy indolizidines, including 8a-epi-, 6,8a-diepi- and 1,6-diepi-castanospermine, starting from malic acid

  摘要：

  Stereocontrolled total syntheses of one trihydroxy indolizidine 15 and three tetrahydroxy indolizidines, 17, 21 and 23 - all diastereoisomers of castanospermine - are described which use malic acid as the only chiral starting material.

  DOI：

  10.1016/0040-4039(95)00249-c

文献信息

• Stereocontrolled syntheses of polyhydroxy indolizidines, including 8a-epi-, 6,8a-diepi- and 1,6-diepi-castanospermine, starting from malic acid
  作者：Finian J. Leeper、Steven Howard

  DOI：10.1016/0040-4039(95)00249-c

  日期：1995.3

  Stereocontrolled total syntheses of one trihydroxy indolizidine 15 and three tetrahydroxy indolizidines, 17, 21 and 23 - all diastereoisomers of castanospermine - are described which use malic acid as the only chiral starting material.