3-O-methoxycarbonyl dihydromorphine | 330823-61-5

• 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: 3-O-methoxycarbonyl dihydromorphine
• 英文别名: [(4R,4aR,7S,7aR,12bS)-7-hydroxy-3-methyl-2,4,4a,5,6,7,7a,13-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-9-yl] methyl carbonate
• CAS: 330823-61-5
• 化学式: C₁₉H₂₃NO₅
• 分子量: 345.395
• InChiKey: NLXVHIXWSJUPJW-IWKDVGJASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  68.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-O-methoxycarbonyl dihydromorphine 在 sodium hydroxide 、 3 A molecular sieve 、 zinc dibromide 作用下， 以 甲醇 、 氯仿 为溶剂， 生成 Dihydromorphine 6-β-D-glucuronide
  参考文献：
  名称：

  Selective synthesis of both isomers of morphine 6-β-d-glucuronide and their analogs

  摘要：

  A stereoselective synthesis of both isomers of the pharmaceutically important morphine 6-beta -D-glucuronide (M6G) and its analogs was developed. The method is based on the use of ZnBr2 for the key coupling reaction. It was shown that the alpha/beta stereoselectivity of the reaction can he directed and controlled by the amount of ZnBr2. This paper describes the synthesis, analysis and characterization of the Lu-isomer of M6C, useful as a reference marker for testing purity and stability of the morphine 6-beta -D-glucuronide (M6G). (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)01080-2
• 作为产物：
  描述：

  氯甲酸甲酯 、 双氢吗啡 在 碳酸氢钠 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 1.0h， 以100%的产率得到3-O-methoxycarbonyl dihydromorphine
  参考文献：
  名称：

  Selective synthesis of both isomers of morphine 6-β-d-glucuronide and their analogs

  摘要：

  A stereoselective synthesis of both isomers of the pharmaceutically important morphine 6-beta -D-glucuronide (M6G) and its analogs was developed. The method is based on the use of ZnBr2 for the key coupling reaction. It was shown that the alpha/beta stereoselectivity of the reaction can he directed and controlled by the amount of ZnBr2. This paper describes the synthesis, analysis and characterization of the Lu-isomer of M6C, useful as a reference marker for testing purity and stability of the morphine 6-beta -D-glucuronide (M6G). (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)01080-2