Réaction #86019

Équation de réaction

(R)-2-Benzyloxycarbonylamino-2-ethoxycarbonylsuccinimide

→

title compound

Rendement 93.0%

(R)-2-amino-2-ethoxycarbonylsuccinimide

Rendement 93.0%

Solvants

ethanol

Conditions de réaction

Traitement

1. 1
   Autrewas performed at room temperature under a hydrogen atmosphere
2. 2
   AutreAfter the catalyst was removed by filtration
3. 3
   Concentrationthe filtrate was concentrated under reduced pressure
4. 4
   AutreThe residue was recrystallized from ethanol

Mode opératoire

(R)-2-Benzyloxycarbonylamino-2-ethoxycarbonylsuccinimide (80 mg) was dissolved in ethanol (10 mL), the solution was added with 5% palladium/carbon (4 mg), and catalytic hydrogenation was performed at room temperature under a hydrogen atmosphere. After the catalyst was removed by filtration, the filtrate was concentrated under reduced pressure. The residue was recrystallized from ethanol to obtain the title compound (43 mg, yield: 93%) as colorless crystals. Optical rotation [α]D24 was −35.9° (c 0.22, ethanol). Optical purity was more than 99.9% ee.

Source