Triethylamine → 4'-C-triethylsilylethynyl-3',5'-di-O-benzyluridine

HRID 1597063Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1597063
[CH2:1]([Si:3]([C:8]#[C:9][C@:10]1([CH2:35][O:36][CH2:37][C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)[O:14][C@@H:13]([N:15]2[CH:22]=[CH:21][C:19](=[O:20])[NH:18][C:16]2=[O:17])[C@H:12]([O:23]C(=O)C)[C@@H:11]1[O:27][CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)([CH2:6][CH3:7])[CH2:4][CH3:5])[CH3:2].C(N(CC)CC)C>CO>[CH2:1]([Si:3]([C:8]#[C:9][C@:10]1([CH2:35][O:36][CH2:37][C:38]2[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=2)[O:14][C@@H:13]([N:15]2[CH:22]=[CH:21][C:19](=[O:20])[NH:18][C:16]2=[O:17])[C@H:12]([OH:23])[C@@H:11]1[O:27][CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)([CH2:6][CH3:7])[CH2:4][CH3:5])[CH3:2]

Komponenten

4

Edukt 2

HCID 8471TriethylamineHCID 10651295HCID 10651295, Verbindung

Produkt 1

HCID 107455044'-C-triethylsilylethynyl-3',5'-di-O-benzyluridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Compound 7 (2.00 g, 3.3 mmol) was dissolved in methanol (90.0 ml), and triethylamine (10.0 ml) was added to the solution, followed by stirring for 48 hours at room temperature. The reaction mixture was concentrated through distillation under reduced pressure, and the residue was purified by means of silica gel column chromatography (silica gel 200 ml, eluent; n-hexane:ethyl acetate=1:1), to thereby yield a white powdery compound (Compound 8; 1.72g, 3.06 mmol, 92.4%).

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated through distillation under reduced pressure
  2. customthe residue was purified by means of silica gel column chromatography (silica gel 200 ml, eluent; n-hexane:ethyl acetate=1:1)

Quellen und Nachweise

ORD-Eintrag
ord-3c04d341a30c429597227515a0f5709c
Quelldatensatz
uspto-grants-2001_09
Patentnummer
US06291670B1

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