Reaktion #1807715

Reaktionsgleichung

(2S)-1-[N-(tert-Butoxycarbonyl)-L-prolyl]-2-[1-hydroxy-2(4-methoxyphenoxy)ethyl]pyrrolidine

→

title compound

Ausbeute 149.7%

(2S)-2-[1-Hydroxy-2-(4-methoxyphenoxy)ethyl]-1-[N-(phenoxy-acetyl)-L-prolyl]pyrrolidine

Ausbeute 149.7%

Lösungsmittel

hydrochloric acid 1,4-dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe residue obtained by concentration
2. 2
   Sonstigedrying of the reaction mixture
3. 3
   workup.DISSOLUTIONwas dissolved in methylene chloride (10 ml)
4. 4
   workup.ADDITIONwere added dropwise triethylamine (0.42 ml) and phenoxyacetyl chloride (0.21 ml) under ice-
5. 5
   Temperaturcooling
6. 6
   workup.STIRRINGAfter stirring the mixture under ice-
7. 7
   Temperaturcooling for 0.5 hour
8. 8
   workup.WAITat room temperature for 2 hours
9. 9
   workup.ADDITIONthe reaction mixture was treated in the same manner as in Example 46-D)

Vorschrift

(2S)-1-[N-(tert-Butoxycarbonyl)-L-prolyl]-2-[1-hydroxy-2(4-methoxyphenoxy)ethyl]pyrrolidine (658 mg) was dissolved in 4N hydrochloric acid/1,4-dioxane (8 ml), and the mixture was stirred at room temperature for 0.5 hour. The residue obtained by concentration and drying of the reaction mixture was dissolved in methylene chloride (10 ml), and thereto were added dropwise triethylamine (0.42 ml) and phenoxyacetyl chloride (0.21 ml) under ice-cooling. After stirring the mixture under ice-cooling for 0.5 hour, and then at room temperature for 2 hours, the reaction mixture was treated in the same manner as in Example 46-D) to give 531 mg of the title compound.

Quelle