[(7R,8S,10bS)-7-benzoyloxy-3-oxo-1,5,6,7,8,9,10,10b-octahydro-[1,3]oxazolo[4,3-a]isoquinolin-8-yl] benzoate | 249642-32-8

• 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: [(7R,8S,10bS)-7-benzoyloxy-3-oxo-1,5,6,7,8,9,10,10b-octahydro-[1,3]oxazolo[4,3-a]isoquinolin-8-yl] benzoate
• CAS: 249642-32-8
• 化学式: C₂₅H₂₃NO₆
• 分子量: 433.461
• InChiKey: IXBJPAMYIRBCQI-BHIFYINESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  82.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [(7R,8S,10bS)-7-benzoyloxy-3-oxo-1,5,6,7,8,9,10,10b-octahydro-[1,3]oxazolo[4,3-a]isoquinolin-8-yl] benzoate 在 咪唑 、 lithium hydroxide 、 三丁基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 (7S,8S,10bS)-7-(2-Bromo-6-methoxyphenoxy)-8-[tert-butyl(dimethyl)silyloxy]-5,6,7,8,9,10-hexahydro-1H-oxazolo[4,3-a]isoquinolin-3-one
  参考文献：
  名称：

  Model Study for a General Approach to Morphine and Noroxymorphone via a Rare Heck Cyclization

  摘要：

  [GRAPHICS]beta-Bromoethylbenzene was converted to the pentacycle 6 in 11 steps. The key features of this model were the toluene dioxygenase catalyzed production of diol 13 and the stereospecific Heck closure of 5 to 6.

  DOI：

  10.1021/ol991135g
• 作为产物：
  描述：

  (5S,6S)-5,6-Di(benzoyloxy)-1-(2-bromoethyl)cyclohex-1-ene 在 sodium tetrahydroborate 、 1,1,2,3-四甲基胍 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 [(7R,8S,10bS)-7-benzoyloxy-3-oxo-1,5,6,7,8,9,10,10b-octahydro-[1,3]oxazolo[4,3-a]isoquinolin-8-yl] benzoate
  参考文献：
  名称：

  Model Study for a General Approach to Morphine and Noroxymorphone via a Rare Heck Cyclization

  摘要：

  [GRAPHICS]beta-Bromoethylbenzene was converted to the pentacycle 6 in 11 steps. The key features of this model were the toluene dioxygenase catalyzed production of diol 13 and the stereospecific Heck closure of 5 to 6.

  DOI：

  10.1021/ol991135g

文献信息

• Model Study for a General Approach to Morphine and Noroxymorphone via a Rare Heck Cyclization
  作者：Dean A. Frey、Caiming Duan、Tomas Hudlicky

  DOI：10.1021/ol991135g

  日期：1999.12.1

  [GRAPHICS]beta-Bromoethylbenzene was converted to the pentacycle 6 in 11 steps. The key features of this model were the toluene dioxygenase catalyzed production of diol 13 and the stereospecific Heck closure of 5 to 6.