9-((3aR,4R,6R,6aR)-6-(((3-(azidomethyl)cyclobutyl)(methyl)amino)methyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-amine → 9-((3aR,4R,6R,6aR)-6-(((3-(aminomethyl)cyclobutyl)(methyl)amino)methyl)-2,2-dimethyltetrahydro furo[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-amine

HRID 511585Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 511585
[N:1]([CH2:4][CH:5]1[CH2:8][CH:7]([N:9]([CH2:11][C@@H:12]2[C@H:16]3[O:17][C:18]([CH3:21])([CH3:20])[O:19][C@H:15]3[C@H:14]([N:22]3[CH:30]=[N:29][C:28]4[C:23]3=[N:24][CH:25]=[N:26][C:27]=4[NH2:31])[O:13]2)[CH3:10])[CH2:6]1)=[N+]=[N-]>CO.[Pd]>[NH2:1][CH2:4][CH:5]1[CH2:6][CH:7]([N:9]([CH2:11][C@@H:12]2[C@H:16]3[O:17][C:18]([CH3:21])([CH3:20])[O:19][C@H:15]3[C@H:14]([N:22]3[CH:30]=[N:29][C:28]4[C:23]3=[N:24][CH:25]=[N:26][C:27]=4[NH2:31])[O:13]2)[CH3:10])[CH2:8]1

Komponenten

4

Edukt 1

HCID 866661089-((3aR,4R,6R,6aR)-6-(((3-(azidomethyl)cyclobutyl)(methyl)amino)methyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-amine

Produkt 1

HCID 677761929-((3aR,4R,6R,6aR)-6-(((3-(aminomethyl)cyclobutyl)(methyl)amino)methyl)-2,2-dimethyltetrahydro furo[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-amine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

Pd/C (10 mg) was added to a solution of 9-((3aR,4R,6R,6aR)-6-(((3-(azidomethyl)cyclobutyl)(methyl)amino)methyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-amine (90 mg, 0.21 mmol) in MeOH (6 ml). The mixture was stirred at RT overnight under an atmosphere of H2. The mixture was filtered and the filtrate was concentrated to obtain the title compound which was used directly in the next step.

Aufarbeitung

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-bc585bb9fa104fa08843d18a5354cc88
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09096634B2

Notizen zur Reaktion

Wird geladen…