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HCID 59609006、化合物 → HCID 25234930、化合物

HRID 1881703
ノート
印刷プレビュー

反応式

HRID 1881703 の反応式
[C:1]([O:9][CH2:10][C@H:11]1[S:15][CH:14]([N:16]2[CH:31]=[CH:30][C:20]([NH:21][C:22](=[O:29])[C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[N:19][C:17]2=[O:18])[CH2:13][O:12]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CO>[C:1]([O:9][CH2:10][C@H:11]1[S:15][C@@H:14]([N:16]2[CH:31]=[CH:30][C:20]([NH:21][C:22](=[O:29])[C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[N:19][C:17]2=[O:18])[CH2:13][O:12]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

3

反応物 1

HCID 59609006HCID 59609006、化合物

生成物 1

HCID 25234930HCID 25234930、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To the crude (R)-benzoyloxymethyl-4-(R,S)-(N-benzoylcytosin-1-yl)-1,3-oxathiolane (8.0 g) in a 100 mL round bottom flask, was added approximately 14.0 times (by volume) methanol (112 mL) and the mixture was refluxed till a clear solution could be seen. This was then allowed to cool without stirring overnight. The resulting crystallized product was then filtered, followed by washing with methanol (50 mL). Once all the mother liquor and the subsequent washing had passed through, the resulting crystallized white product was re-washed slowly with methanol (2×100 mL) and dried under vacuum. The resulting white crystalline solid on analyzing with NMR showed that it is >99% the cis isomer. Isolated yield, 3.36 g (42% yield for the recrystallization, based on the crude). Optical purity: RR/SS: 98.1/1.9.

後処理

  • temperaturethe mixture was refluxed till a clear solution
  • temperatureto cool
  • customThe resulting crystallized product
  • filtrationwas then filtered
  • washby washing with methanol (50 mL)
  • washOnce all the mother liquor and the subsequent washing
  • customcrystallized white product
  • washwas re-washed slowly with methanol (2×100 mL)
  • customdried under vacuum
  • customIsolated
  • customyield
  • custom3.36 g (42% yield for the recrystallization
  • 出典と根拠

    ORDレコード
    ord-effafe7d14d847e2907ba6d3d31dc865
    出典データセット
    uspto-grants-2012_11
    DOI
    10.6084/m9.figshare.5104873.v1
    特許番号
    US08318934B2

    反応ノート

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