Npc182939 → Succinic anhydride

HRID 2256420Notes

Reaction equation

HRID 2256420 reaction equation
[CH3:1][C@H:2]1[C@@H:11]2[CH2:12][CH2:13][C:14]3([CH3:18])[O:16][O:17][C@:10]42[C@H:5]([C@@H:6]([CH3:20])[C@@H:7]([OH:19])[O:8][C@@H:9]4[O:15]3)[CH2:4][CH2:3]1>CN(C1C=CN=CC=1)C>[C:9]1(=[O:8])[O:15][C:14](=[O:16])[CH2:13][CH2:12]1.[CH3:1][C@H:2]1[C@@H:11]2[CH2:12][CH2:13][C:14]3([CH3:18])[O:16][O:17][C@:10]42[C@H:5]([C@@H:6]([CH3:20])[C@@H:7]([OH:19])[O:8][C@@H:9]4[O:15]3)[CH2:4][CH2:3]1

Participants

4

Reactant 1

HCID 456410Npc182939

Product 2

HCID 7922Succinic anhydrideHCID 456410Npc182939

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

The use of this procedure for the preparation of the dihydroartemisinin hemisuccinate, but with dihydroartemisinin, succinic anhydride and 4-(N,N-dimethylamino)pyridine in the molar ratio 1:1.5:0.20 and a reaction time of 5 hours, afforded dihydroartemisinin hemisuccinate in a yield of 65%.

Sources & evidence

ORD record
ord-15bb11744adb49d5b174b3682d181f40
Source dataset
uspto-grants-1997_08
Patent number
US05654446

Reaction notes

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