Tetrahydrofuran → 3-(4-amino-2-hydroxy-benzenesulfonylamino)-N-methyl-succinamic acid tert-butyl ester

HRID 1814313Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1814313
[C:1]([O:5][C:6](=[O:34])[CH2:7][CH:8]([NH:13][S:14]([C:17]1[CH:22]=[CH:21][C:20]([N+:23]([O-])=O)=[CH:19][C:18]=1[O:26]CC1C=CC=CC=1)(=[O:16])=[O:15])[C:9]([NH:11][CH3:12])=[O:10])([CH3:4])([CH3:3])[CH3:2].C1COCC1>[Pd].CO>[C:1]([O:5][C:6](=[O:34])[CH2:7][CH:8]([NH:13][S:14]([C:17]1[CH:22]=[CH:21][C:20]([NH2:23])=[CH:19][C:18]=1[OH:26])(=[O:15])=[O:16])[C:9]([NH:11][CH3:12])=[O:10])([CH3:4])([CH3:2])[CH3:3]

Komponenten

5

Edukt 2

HCID 8028TetrahydrofuranHCID 696920283-(2-benzyloxy-4-nitro-benzenesulfonylamino)-N-methyl-succinamic acid tert-butyl ester

Produkt 1

HCID 696924193-(4-amino-2-hydroxy-benzenesulfonylamino)-N-methyl-succinamic acid tert-butyl esterAusbeute 109,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of 1.0 g (1.91 mmol) 3-(2-benzyloxy-4-nitro-benzenesulfonylamino)-N-methyl-succinamic acid tert-butyl ester from Route D, 0.2 g 20% Pd/C, and 75 mL of a 1:1 mixture of THF:MeOH was shaken under 50 psi H2 gas for 4.5 h. TLC analysis showed reaction complete. The reaction was filtered to remove catalyst and the solvent evaporated under reduced pressure to give 3-(4-amino-2-hydroxy-benzenesulfonylamino)-N-methyl-succinamic acid tert-butyl ester 0.78 g (100%) as a light yellow foam. MS (APCI) m/z 402 (M−1).

Aufarbeitung

  1. customreaction complete
  2. filtrationThe reaction was filtered
  3. customto remove catalyst
  4. customthe solvent evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-2cdee91d461f4ab8a0507b1cf09ce14a
Quelldatensatz
uspto-grants-2005_04
Patentnummer
US06875765B2

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