Reaktion #62770

Reaktionsgleichung

N-Methylmorpholine

L-alanine 1,1 -dimethylethyl ester

N2 [(1,1-dimethylethoxy)carbonyl]-N6 -[(phenylmethoxy)carbonyl]-L-lysine

N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride

1-hydroxybenzotriazole

→

N-[N2 -[(1,1-dimethylethoxy) carbonyl]-N6 -[(phenylmethoxy)carbonyl]-L-lysinyl]-L-alanine 1,1-dimethylethyl ester

Ausbeute 90.1%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas then poured
2. 2
   workup.DISTILLATIONinto distilled water (200 ml)
3. 3
   SonstigeThe organic phase was separated
4. 4
   Waschenwashed with water, saturated sodium hydrogen carbonate, dilute aqueous citric acid, brine
5. 5
   Trocknendried over anhydrous magnesium sulphate
6. 6
   SonstigeThe solvent was removed under reduced pressure

Vorschrift

N-Methylmorpholine (3.3 ml) was added to a suspension of L-alanine 1,1 -dimethylethyl ester (4.0 g), N2 -[(1,1-dimethylethoxy)carbonyl]-N6 -[(phenylmethoxy)carbonyl]-L-lysine (11.4 g), N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride (5.8 g) and 1-hydroxybenzotriazole (4.1 g) in dichloromethane (150 ml). The resulting mixture was allowed to stand for 18 hours, and was then poured into distilled water (200 ml). The organic phase was separated, washed with water, saturated sodium hydrogen carbonate, dilute aqueous citric acid, brine and dried over anhydrous magnesium sulphate. The solvent was removed under reduced pressure to yield N-[N2 -[(1,1-dimethylethoxy) carbonyl]-N6 -[(phenylmethoxy)carbonyl]-L-lysinyl]-L-alanine 1,1-dimethylethyl ester (12.6 g) as a foam.

Quelle