Water → Dihydroartemisinin ethyl ether

HRID 1699475

반응식

HRID 1699475 반응식
[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.[CH2:21](OC(OCC)OCC)[CH3:22].O>C(O)C>[CH3:21][CH2:22][O:19][C@H:7]1[O:8][C@@H:9]2[O:15][C:14]3([CH3:18])[O:16][O:17][C@@:10]42[C@@H:5]([CH2:4][CH2:3][C@@H:2]([CH3:1])[C@@H:11]4[CH2:12][CH2:13]3)[C@H:6]1[CH3:20]

참가 물질

5

반응물 3

HCID 962WaterHCID 31214Ethyl orthoformateHCID 456410Npc182939

생성물 1

HCID 72416Dihydroartemisinin ethyl ether

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
40 °C

실험 절차

Dihydroartemisinin (50 mg) was dissolved in dry ethanol (3 ml) In the reaction mixture ptoluene sulphonic acid (25 mg) and triethylorthoformate (2 ml) was added. After addition reaction mixture was stirred at 40° C. for 15 min. at oil bath. After cooling, 50 ml water was added in the reaction mixture. The reaction product was extracted with dichloromethane (30 ml×3). Total solvent obtained was dried over anhydrous sodium sulphate and evaporate the solvent under reduced pressure at 45° C. The yield of pure arteether obtained was 50 mg. The compound was characterised by IR, Mass, 1H NMR.

후처리

  1. additionwas added
  2. additionAfter addition reaction mixture
  3. temperatureAfter cooling
  4. extractionThe reaction product was extracted with dichloromethane (30 ml×3)
  5. customTotal solvent obtained
  6. dry with materialwas dried over anhydrous sodium sulphate
  7. customevaporate the solvent under reduced pressure at 45° C

출처 및 근거

ORD 기록
ord-b83677fb7228452cb2cc02b9457830b8
출처 데이터셋
uspto-grants-2002_02
특허 번호
US06346631B1

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