(4-tert-Butoxycarbonylamino-2-nitro-phenylamino)-acetic acid tert-butyl ester → HCID 67199974, Verbindung

HRID 15575

Reaktionsgleichung

Reaktionsgleichung von HRID 15575
[C:1]([O:5][C:6](=[O:26])[CH2:7][NH:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])=[CH:11][C:10]=1[N+:23]([O-])=O)([CH3:4])([CH3:3])[CH3:2]>CO>[C:1]([O:5][C:6](=[O:26])[CH2:7][NH:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])=[CH:11][C:10]=1[NH2:23])([CH3:2])([CH3:4])[CH3:3]

Komponenten

3

Edukt 1

HCID 67201113(4-tert-Butoxycarbonylamino-2-nitro-phenylamino)-acetic acid tert-butyl ester

Produkt 1

HCID 67199974HCID 67199974, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

(4-tert-Butoxycarbonylamino-2-nitro-phenylamino)-acetic acid tert-butyl ester (10.8 g, 29.4 mmol) was dissolved in MeOH (70 mL) and purged with N2. Palladium on activated carbon (2.2 g, 10% by weight) was added, and the reaction mixture was charged with a balloon of H2. The reaction mixture was stirred for 3 h at room temperature, and then filtered through a pad of celite. The celite was washed with MeOH, and the filtrate was concentrated to afford 2.1 g (22%—two steps) of the sub-title compound. MS calculated for C17H27N3O4+H: 338, observed: 338.

Aufarbeitung

  1. custompurged with N2
  2. additionPalladium on activated carbon (2.2 g, 10% by weight) was added
  3. additionthe reaction mixture was charged with a balloon of H2
  4. filtrationfiltered through a pad of celite
  5. washThe celite was washed with MeOH
  6. concentrationthe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-6e5503b07a4e4e9296cb68f49fa4ee7f
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07732618B2

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