8-(3'-Benzyloxybiphenyl-4-ylmethylamino)adenosine → 8-(3'-Hydroxybiphenyl-4-ylmethylamino)adenosine

HRID 1713327Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1713327
C([O:8][C:9]1[CH:10]=[C:11]([C:15]2[CH:20]=[CH:19][C:18]([CH2:21][NH:22][C:23]3[N:24]([C:34]4[N:35]=[CH:36][N:37]=[C:38]([NH2:41])[C:39]=4[N:40]=3)[C@@H:25]3[O:33][C@H:30]([CH2:31][OH:32])[C@@H:28]([OH:29])[C@H:26]3[OH:27])=[CH:17][CH:16]=2)[CH:12]=[CH:13][CH:14]=1)C1C=CC=CC=1>[Pd].CO>[OH:8][C:9]1[CH:10]=[C:11]([C:15]2[CH:20]=[CH:19][C:18]([CH2:21][NH:22][C:23]3[N:24]([C:34]4[N:35]=[CH:36][N:37]=[C:38]([NH2:41])[C:39]=4[N:40]=3)[C@@H:25]3[O:33][C@H:30]([CH2:31][OH:32])[C@@H:28]([OH:29])[C@H:26]3[OH:27])=[CH:17][CH:16]=2)[CH:12]=[CH:13][CH:14]=1

Komponenten

4

Edukt 1

HCID 594603638-(3'-Benzyloxybiphenyl-4-ylmethylamino)adenosine

Produkt 1

HCID 594604808-(3'-Hydroxybiphenyl-4-ylmethylamino)adenosineAusbeute 93,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of 8-(3′-benzyloxybiphenyl-4-ylmethyl-amino)adenosine (0.103 g) and 10% palladium on carbon (55.4 wt % H2O, 0.047 g) in methanol (7.4 mL) was stirred at room temperature for 17.5 hours under a hydrogen atmosphere. The insoluble material was filtered out and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: dichloromethane/methanol=8/1 to 6/1) to give the title compound (0.081 g).

Aufarbeitung

  1. filtrationThe insoluble material was filtered out
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by column chromatography on silica gel (eluent: dichloromethane/methanol=8/1 to 6/1)

Quellen und Nachweise

ORD-Eintrag
ord-23317bac68204da2add70d1d0e5779c5
Quelldatensatz
uspto-grants-2010_09
Patentnummer
US07795236B2

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