9-Fluorenylmethyl carbazate → 5-[N'-(9H-fluoren-9-ylmethoxycarbonyl)hydrazino]-5-oxo-3-phenylpentanoic acid

HRID 480006Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 480006
[C:1]1([CH:7]2[CH2:13][C:12](=[O:14])[O:11][C:9](=[O:10])[CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:15]([NH:32][NH2:33])([O:17][CH2:18][CH:19]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[C:25]2[C:20]1=[CH:21][CH:22]=[CH:23][CH:24]=2)=[O:16]>C1COCC1>[CH:21]1[C:20]2[CH:19]([CH2:18][O:17][C:15]([NH:32][NH:33][C:12](=[O:14])[CH2:13][CH:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[CH2:8][C:9]([OH:11])=[O:10])=[O:16])[C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[C:25]=2[CH:24]=[CH:23][CH:22]=1

Komponenten

4

Edukt 2

HCID 1618839-Fluorenylmethyl carbazateHCID 2978824-Phenyloxane-2,6-dione

Produkt 1

HCID 106945935-[N'-(9H-fluoren-9-ylmethoxycarbonyl)hydrazino]-5-oxo-3-phenylpentanoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

2.0 mmol of 3-phenylglutaric anhydride and 2.0 mmol of Fmoc-hydrazine are dissolved in 30 ml of THF and heated under reflux for 16 hours. The product is then extracted with 50 ml of DCM and 50 ml of 1N HCl solution and the organic phase is dried with MgSO4 and filtered off. Removal of the solvent gives 5-[N′-(9H-fluoren-9-ylmethoxycarbonyl)hydrazino]-5-oxo-3-phenylpentanoic acid.

Aufarbeitung

  1. temperatureheated
  2. temperatureunder reflux for 16 hours
  3. extractionThe product is then extracted with 50 ml of DCM and 50 ml of 1N HCl solution
  4. dry with materialthe organic phase is dried with MgSO4
  5. filtrationfiltered off
  6. customRemoval of the solvent

Quellen und Nachweise

ORD-Eintrag
ord-9cd8bef05875445da19818467726c812
Quelldatensatz
uspto-grants-2003_11
Patentnummer
US06649613B1

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