HCID 15051736, Verbindung → HCID 15051737, Verbindung

HRID 1252447Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1252447
[C:1]([O:4][C:5]1[CH:6]=[C:7]([CH:38]([O:41][CH3:42])[O:39][CH3:40])[CH:8]=[C:9]2[C:17]=1[CH:16]([CH2:18][O:19][C:20](=[O:22])[NH2:21])[C:15]1([O:24][C:25](=[O:27])[CH3:26])[O:23][N:10]2[CH2:11][CH:12]2[CH:14]1[N:13]2C(OCC1C=CC=CC=1)=O)(=[O:3])[CH3:2]>CO.[Pd]>[C:1]([O:4][C:5]1[CH:6]=[C:7]([CH:38]([O:39][CH3:40])[O:41][CH3:42])[CH:8]=[C:9]2[C:17]=1[CH:16]([CH2:18][O:19][C:20](=[O:22])[NH2:21])[C:15]1([O:24][C:25](=[O:27])[CH3:26])[O:23][N:10]2[CH2:11][CH:12]2[CH:14]1[NH:13]2)(=[O:3])[CH3:2]

Komponenten

4

Edukt 1

HCID 15051736HCID 15051736, Verbindung

Produkt 1

HCID 15051737HCID 15051737, VerbindungAusbeute 40,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 11-benzyloxycarbonyl-8-carbamoyloxymethyl-4-dimethoxymethyl-14-oxa-1,11-diazatetracyclo[7.4.1.02,7.010,12 ]tetradeca-2,4,6-trien-6,9-diyl diacetate (100 mg) in methanol (10 ml) was added 10% palladium on carbon (50 mg). The mixture was stirred for 1 hour under hydrogen atmosphere (20 psi) at ambient temperature. The reaction mixture was filtered through cellulose powder and the filtrate was evaporated in vacuo. The residue was subjected to preparative thin layer chromatography, which was developed with a mixture of chloroform and methanol (10:1, v/v) to afford A-isomer of 8-carbamoyloxymethyl-4-dimethoxymethyl-14-oxa-1,11-diazatetracyclo[7.4.1.02,7.010,12 ]tetradeca-2,4,6-trien-6,9-diyl diacetate (31 mg).

Aufarbeitung

  1. filtrationThe reaction mixture was filtered through cellulose powder
  2. customthe filtrate was evaporated in vacuo
  3. additionwas developed with a mixture of chloroform and methanol (10:1

Quellen und Nachweise

ORD-Eintrag
ord-46da3ac7ab084b42904894077c67d075
Quelldatensatz
uspto-grants-1988_05
Patentnummer
US04743555

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