Stavudine → Stavudine DMA

HRID 988753ノート

反応式

HRID 988753 の反応式
[CH3:1][C:2]1[C:8](=[O:9])[NH:7][C:5](=[O:6])[N:4]([C@@H:10]2[O:14][C@H:13]([CH2:15][OH:16])[CH:12]=[CH:11]2)[CH:3]=1.[CH3:17][N:18]([CH3:22])[C:19](=[O:21])[CH3:20]>C(O)(C)C>[CH3:1][C:2]1[C:8](=[O:9])[NH:7][C:5](=[O:6])[N:4]([C@@H:10]2[O:14][C@H:13]([CH2:15][OH:16])[CH:12]=[CH:11]2)[CH:3]=1.[CH3:20][C:19]([N:18]([CH3:22])[CH3:17])=[O:21]

参加物

4

反応物 2

HCID 18283StavudineHCID 31374Dimethylacetamide

生成物 1

HCID 11722976Stavudine DMA収率 75.2%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

反応条件

温度
79 °C

実験手順

Crude slightly beige Stavudine (17.25 g, 96.02% pure, 0.0739 mole) was combined with N,N-dimethylacetamide (25.91 g, 1.5 parts) and isopropanol (52 mL, 3 volumes) and heated to 79° C. when all solids dissolved. The cloudy mixture was filtered through dicalite and washed with isopropanol (12.5 mL). The filtrate was initially concentrated at atmospheric pressure and then a slight vacuum was applied so that the distillation occurred at 60-70° C. It was estimated that about 1.7 g of isopropanol remained. The solution was cooled, filtered, washed and dried to give 17.30 g of Stavudine-DMA solvate (0.0556 mol, 75.2%) with a chromatographic purity of 99.59%.

後処理

  1. dissolutiondissolved
  2. filtrationThe cloudy mixture was filtered through dicalite
  3. washwashed with isopropanol (12.5 mL)
  4. concentrationThe filtrate was initially concentrated at atmospheric pressure
  5. distillationa slight vacuum was applied so that the distillation
  6. customoccurred at 60-70° C
  7. temperatureThe solution was cooled
  8. filtrationfiltered
  9. washwashed
  10. customdried

出典と根拠

ORDレコード
ord-85d782a8316240bfb7eff0e710170867
出典データセット
uspto-grants-2003_10
特許番号
US06635753B1

反応ノート

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