Artemether → Npc182939

HRID 1841577Notes

Reaction equation

HRID 1841577 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]([CH3:21])[C@@H:7]([O:19]C)[O:8][C@@H:9]4[O:15]3)[CH2:4][CH2:3]1.C[C@H]1[C@@H]2CC[C@]3(C)OO[C@]42[C@H]([C@@H](C)C(O[C@@H]4O3)=O)CC1>CO.[BH4-].[Na+]>[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]([CH3:21])[C@@H:7]([OH:19])[O:8][C@@H:9]4[O:15]3)[CH2:4][CH2:3]1

Participants

5

Reactant 2

HCID 68911ArtemetherHCID 9838675Qing Hau Sau3×

Product 1

HCID 456410Npc182939

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 4311764Sodium borohydrideSolvent

Procedure

A process for the preparation of artemether from artemisinin comprising the steps of (a) dissolving the artemisinin in methanol, (b) reducing the artemisinin dissolved in methanol with sodium borohydride in a reaction vessel to produce a reaction mixture comprising dihydroartemisinin, (c) without isolating the dihydroartemisinin from the reaction mixture, adding an acid catalyst to the reaction mixture to cause conversion of the dihydroartemisinin to artemether, said steps (b) and (c) being conducted in a solvent consisting essentially of the methanol, and (d) recovering and purifying the artemether.

Sources & evidence

ORD record
ord-d873adc8194e4612a0bb5850b9b62f6d
Source dataset
uspto-grants-2004_01
Patent number
US06683193B2

Reaction notes

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