3-溴丙烯 → Rocuronium Bromide

HRID 1988569

反应方程式

HRID 1988569 反应方程式
C(=O)([O-])[O-].[Na+].[Na+].[CH2:7]([Br:10])[CH:8]=[CH2:9].[C:11]([O:14][C@H:15]1[C@@H:20]([N:21]2[CH2:25][CH2:24][CH2:23][CH2:22]2)[CH2:19][C@H:18]2[C@H:26]3[C@H:36]([CH2:37][CH2:38][C@:16]12[CH3:17])[C@:34]1([CH3:35])[C@H:29]([CH2:30][C@H:31]([OH:45])[C@@H:32]([N:39]2[CH2:44][CH2:43][O:42][CH2:41][CH2:40]2)[CH2:33]1)[CH2:28][CH2:27]3)(=[O:13])[CH3:12]>ClCCl>[Br-:10].[C:11]([O:14][C@H:15]1[C@@H:20]([N+:21]2([CH2:9][CH:8]=[CH2:7])[CH2:22][CH2:23][CH2:24][CH2:25]2)[CH2:19][C@H:18]2[C@H:26]3[C@H:36]([CH2:37][CH2:38][C@:16]12[CH3:17])[C@:34]1([CH3:35])[C@H:29]([CH2:30][C@H:31]([OH:45])[C@@H:32]([N:39]2[CH2:40][CH2:41][O:42][CH2:43][CH2:44]2)[CH2:33]1)[CH2:28][CH2:27]3)(=[O:13])[CH3:12]

参与物

5

反应物 3

HCID 78413-溴丙烯HCID 10340Carbonic acid sodium salt (1:2)HCID 160649333Α,17Β-(二羟基)-2Β-(吗啉-1-基)-16-(吡咯烷-1-基)-5Α-雄甾-17-乙酸酯2 次

产物 1

HCID 441351Rocuronium Bromide

试剂、催化剂与溶剂 1

HCID 6344二氯甲烷溶剂2 次

反应条件

温度
22.5 °C

实验过程

In a three neck flask equipped with heated mantle, thermometer and magnetic stirrer, was charged dichloromethane (20 mL), sodium carbonate (2.0 g, 0.081 mol) and slowly allyl bromide (0.692 mL, 0.00818 mol) at 20-22° C. under N2 atmosphere. The mixture was stirred during 5 min and 2β-(4-morpholinyl)-16β-(1-pyrrolidinyl)-5α-androstan-3α,17β-diol 17-acetate (Compound VIII) (2.0 g, 4.09×10−3 mol) was added. The resulting mixture was stirred during 5-10 min. The resulting solution was stirred under reflux for 22 hours. The mixture was then cooled to room temperature (20-25° C.) and filtered (membrane 0.45 microns) under nitrogen atmosphere. The solvent was removed under vacuum keeping the temperature below 20° C. The foam obtained was dissolved with dichloromethane (10 mL) and concentrated under vacuum keeping the temperature below 20° C.; this procedure was repeated twice. Once again the residue was dissolved at room temperature under nitrogen atmosphere in dichloromethane (22 mL).

后处理

  1. customIn a three neck flask equipped
  2. temperaturewith heated mantle
  3. stirringThe resulting mixture was stirred during 5-10 min
  4. stirringThe resulting solution was stirred
  5. temperatureunder reflux for 22 hours
  6. filtrationfiltered (membrane 0.45 microns) under nitrogen atmosphere
  7. customThe solvent was removed under vacuum
  8. customthe temperature below 20° C
  9. customThe foam obtained
  10. concentrationconcentrated under vacuum
  11. customthe temperature below 20° C.
  12. dissolutionOnce again the residue was dissolved at room temperature under nitrogen atmosphere in dichloromethane (22 mL)

来源与证据

ORD记录
ord-7628d06328d143c08361ef07923c3693
来源数据集
uspto-grants-2010_01
专利号
US07642246B2

关联笔记

加载中…