Azobisisobutyronitrile → 1-[5-O-(t-butyldiphenylsilyl)-2,3-dideoxy-2,2-di(phenylthio)-alpha-D-glycero-pentofuranosyl]uracil

HRID 36759Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 36759
[Si:1]([O:18][CH2:19][C@H:20]1[O:24][C@@H:23]([N:25]2[CH:32]=[CH:31][C:29](=[O:30])[NH:28][C:26]2=[O:27])[C:22]([S:40][C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)([S:33][C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[CH2:21]1)([C:14]([CH3:17])([CH3:16])[CH3:15])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CC(N=NC(C#N)(C)C)(C#N)C>C1C=CC=CC=1>[Si:1]([O:18][CH2:19][C@H:20]1[O:24][C@H:23]([N:25]2[CH:32]=[CH:31][C:29](=[O:30])[NH:28][C:26]2=[O:27])[C:22]([S:40][C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)([S:33][C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[CH2:21]1)([C:14]([CH3:15])([CH3:16])[CH3:17])([C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Komponenten

4

Edukt 2

HCID 6547AzobisisobutyronitrileHCID 111150361-[5-O-(t-butyldiphenylsilyl)-2,3-dideoxy-2,2-di(phenylthio)-beta-D-glycero-pentofuranosyl]uracil

Produkt 1

HCID 152169961-[5-O-(t-butyldiphenylsilyl)-2,3-dideoxy-2,2-di(phenylthio)-alpha-D-glycero-pentofuranosyl]uracil

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

To a solution prepared by dissolving 7 mg (0.10 mmol) of 1-[5-O-(t-butyldiphenylsilyl)-2,3-dideoxy-2,2-di(phenylthio)-β-D-glycero-pentofuranosyl]uracil prepared in step (3) in 10 ml of anhydrous benzene, 150 μl (0.57 mmol) of hydrogenated tributyl tin and 10 mg of azobisisobutylonitrile were added, followed by subjecting the resultant solution to a reflux under heating for 48 hours under an argon gas atmosphere. After completion of the reaction, a low boiling point substances were removed by distillation under a reduced pressure so as to obtain a residue.

Aufarbeitung

  1. customTo a solution prepared
  2. additionwere added
  3. temperaturea reflux
  4. temperatureunder heating for 48 hours under an argon gas atmosphere
  5. customAfter completion of the reaction
  6. customa low boiling point substances were removed by distillation under a reduced pressure so as
  7. customto obtain a residue

Quellen und Nachweise

ORD-Eintrag
ord-f798647032db4cd8b9a00f3604fcfd6d
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05416204

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