Reaktion #55277

Reaktionsgleichung

Trifluoroacetic acid

t-BOC

7-[o-(N-Butoxycarbonyl-N-methylaminomethyl)phenylacetamido]-3-(2-carboxymethyl-2,3-dihydro-s-triazolo[4,3-b]pyridazin-3-on-6-ylthiomethyl)-3-cephem-4-carboxylic Acid

→

7-[o-(Methylaminomethyl)phenylacetamido]-3-(2-carboxymethyl-2,3-dihydro-s-triazolo[4,3-b]pyridazin-3-on-6-ylthiomethyl)-3-cephem-4-carboxylic Acid

Lösungsmittel

ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe resulting precipitate was collected by filtration
2. 2
   Waschenwashed with dry ether (3×100 ml.)
3. 3
   workup.DISSOLUTIONThe precipitate was dissolved in a mixture of CH3CN (120 ml.) and water (18 ml.)
4. 4
   Sonstigeto give an oily precipitate which
5. 5
   Sonstigewas triturated with CH3CN
6. 6
   Sonstigeto form solid material
7. 7
   FiltrationThe product 8b was collected by filtration
8. 8
   Waschenwashed with CH3CN
9. 9
   Sonstigedried

Vorschrift

Trifluoroacetic acid (7 ml.) was added to the t-BOC-derivative 7b (3.8 g., 5.5 m.mole) at 0° C., and the mixture was stirred for 20 minutes at room temperature. Dry ether (100 ml.) was added to the mixture. The resulting precipitate was collected by filtration and washed with dry ether (3×100 ml.). The precipitate was dissolved in a mixture of CH3CN (120 ml.) and water (18 ml.) and the solution was adjusted to pH 5-6 with concentrated NH4OH to give an oily precipitate which was triturated with CH3CN to form solid material. The product 8b was collected by filtration, washed with CH3CN and dried. Yield 2.55 g. (77%).

Quelle