1,1'-(Chlorophenylmethylene)bis(4-methoxybenzene) → HCID 69621284, Verbindung

HRID 547993Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 547993
[C@@H:1]1([N:10]2[CH:17]=[CH:16][C:14](=[O:15])[NH:13][C:11]2=[O:12])[S:7][C@H:6]([CH2:8][OH:9])[C@@H:4]([OH:5])[C@H:2]1[OH:3].[CH3:18][O:19][C:20]1[CH:41]=[CH:40][C:23]([C:24](Cl)([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[C:25]2[CH:30]=[CH:29][C:28]([O:31][CH3:32])=[CH:27][CH:26]=2)=[CH:22][CH:21]=1>N1C=CC=CC=1>[CH3:32][O:31][C:28]1[CH:27]=[CH:26][C:25]([C:24]([CH:8]([OH:9])[C@H:6]2[S:7][C@@H:1]([N:10]3[CH:17]=[CH:16][C:14](=[O:15])[NH:13][C:11]3=[O:12])[C@H:2]([OH:3])[C@@H:4]2[OH:5])([C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=2)[C:23]2[CH:40]=[CH:41][C:20]([O:19][CH3:18])=[CH:21][CH:22]=2)=[CH:30][CH:29]=1

Komponenten

4

Edukt 2

HCID 968311,1'-(Chlorophenylmethylene)bis(4-methoxybenzene)HCID 112191494′-Thiouridine

Produkt 1

HCID 69621284HCID 69621284, VerbindungAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

Compound 13 (2 g, 7.754 mmol) was dissolved in dry pyridine (20 mL), 4,4′-dimethoxytrityl chloride (2.9 g, 8.53 mmol) was added and the mixture stirred at room temperature overnight. The reaction was quenched with methanol and taken up in ethyl acetate (200 mL). The ethyl acetate solution was washed twice with saturated sodium bicarbonate solution, once with water, once with brine, and dried over anhydrous sodium sulfate. The solvents were removed under reduced pressure and the residue purified by flash chromatography (7% methanol in dichloromethane). The desired fractions were pooled and concentrated to give Compound 14 (3.0 g) in 80% yield. The structure of Compound 14 was confirmed by 1H NMR & ESMS.

Aufarbeitung

  1. customThe reaction was quenched with methanol
  2. washThe ethyl acetate solution was washed twice with saturated sodium bicarbonate solution, once with water, once with brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvents were removed under reduced pressure
  5. customthe residue purified by flash chromatography (7% methanol in dichloromethane)
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-3ed3f83621ea498b8afbb6fbb25f85e3
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07939677B2

Notizen zur Reaktion

Wird geladen…