1-bromocodeinone dimethyl ketal | 58434-45-0

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 吗啡烷
• 英文名称: 1-bromocodeinone dimethyl ketal
• 英文别名: (4R,4aR,7aR,12bS)-11-bromo-7,7,9-trimethoxy-3-methyl-1,2,4,4a,7a,13-hexahydro-4,12-methanobenzofuro[3,2-e]isoquinoline
• CAS: 58434-45-0
• 化学式: C₂₀H₂₄BrNO₄
• 分子量: 422.319
• InChiKey: WAYKARXYYOXHAR-BXOLDHOESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  40.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-bromocodeinone dimethyl ketal 在 溶剂黄146 作用下， 反应 6.0h， 生成 (-)-1-bromothebaine
  参考文献：
  名称：

  WO2006/138020

  摘要：

  公开号：
• 作为产物：
  描述：

  1,7-dibromohydrocodone dimethyl ketal 在 N-甲基吡咯烷酮 、 potassium tert-butylate 作用下， 反应 1.0h， 生成 1-bromocodeinone dimethyl ketal
  参考文献：
  名称：

  WO2006/138020

  摘要：

  公开号：

文献信息

• [EN] PROCESS FOR THE PRODUCTION OF (+)-MORPHINE<br/>[FR] PROCEDE DE PRODUCTION DE (+)-MORPHINE
  申请人：STYLACATS LTD

  公开号：WO2004022564A2

  公开（公告）日：2004-03-18

  The invention relates to a process for the production of (+)-morphine from (-)-sinomenine comprising contacting (-)-sinomenine with H2/Pd/C under conditions effective for converting sinomenine to 7(S)-(+)-dihydrosinomenine or 7(R)-(+)-dihydrosinomenine or a mixture thereof; contacting the resulting 7(S)-(+)-dihydrosinomenine or 7(R)-(+)-dihydrosinomenine or a mixture thereof with polyphosphoric acid or Eatons reagent under conditions effective for converting 7(S)-(+)-dihydrosinomenine or 7(R)-(+)-dihydrosinomenine or a mixture thereof to (+)-dihydrocodeinone; contacting the resulting (+)-dihydrocodeinone either with (MeO)3CH followed by TsOH followed by NBA/MeOH under conditions effective for converting (+)-dihydrocodeinone to (+)-1,7-dibromodihydrocodeinone dimethylketal; contacting the resulting (+)-1,7-dibromodihydrocodeinone dimethylketal with t-butoxide followed by acid under conditions effective for converting (+)-1,7-dibromodihydrocodeinone dimethylketal to (+)-1-bromocodeinone; contacting the resulting (+)-1­bromocodeinone with LiAlH4 followed by BBr3 under conditions effective for converting (+)-1-bromocodeinone to (+)-morphine; or with o-iodoxybenzoic acid (IBX) and 4-methoxypyridine-N-oxide under conditions effective for converting (+)-dihydrocodeinone to (+)-codeinone; contacting the resulting (+)-codeinone with sodium borohydride followed by BBr3 under conditions effective for converting (+)-codeinone to (+)-morphine; and in either case recovering the resulting (+)-morphine as product. The invention also relates to novel compounds produced during the process.
• WO2006/138020
  申请人：——

  公开号：——

  公开（公告）日：——