Reaktion #1862928

Reaktionsgleichung

hydrochloric acid

succinic anhydride

Compound 2

L-Methionine methyl ester hydrochloride

Triethylamine

→

solid 3

Ausbeute 60.5%

(S)-4-((1-methoxy-4-(methylthio)-1-oxobutan-2-yl)amino)-4-oxobutanoic acid

Ausbeute 60.5%

Lösungsmittel

CH2Cl2

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwere added
2. 2
   workup.WAITthe reaction left
3. 3
   workup.STIRRINGto stir for 16 hours at room temperature
4. 4
   Extraktionthe aqueous washings were subsequently extracted with 3×20 ml portions of diethyl ether
5. 5
   Trocknendried over anhydrous MgSO4
6. 6
   Filtrationfiltered
7. 7
   Sonstigeevaporated

Vorschrift

Compound 2 (0.25 g, 1 eq.) was suspended in CH2Cl2 (12.5 ml, C=0.1M). Triethylamine (0.26 ml, 1.5 eq.) was added to the solution which was then stirred for 10 minutes. After stirring 4-dimethylamino pyridine (0.015 g, 0.1 eq.) and succinic anhydride (0.125 g, 1 eq.) were added and the reaction left to stir for 16 hours at room temperature. The reaction mixture was then shaken with 3×20 ml portions of hydrochloric acid (2M), the aqueous washings were subsequently extracted with 3×20 ml portions of diethyl ether. The DCM portion was discarded and the ether layers were combined and dried over anhydrous MgSO4, filtered and evaporated to yield a white solid 3 (0.199 g, 60% yield).

Quelle