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HCID 59609006, 화합물 → HCID 25234930, 화합물

HRID 1881703
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HRID 1881703 반응식
[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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 1

HCID 59609006HCID 59609006, 화합물

생성물 1

HCID 25234930HCID 25234930, 화합물

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  • 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
  • 출처 및 근거

    ORD 기록
    ord-effafe7d14d847e2907ba6d3d31dc865
    출처 데이터셋
    uspto-grants-2012_11
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US08318934B2

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