반응 #172000

반응 방정식

NH4OH

N-Boc-O-benzyl-D-serine

HOBt hydrate

EDC

→

(R)-tert-butyl 1-amino-3-(benzyloxy)-1-oxopropan-2-ylcarbamate

수율 87.7%

용매

DMF

EtOAc

Water

반응 조건

후처리

1. 1
   workup.STIRRINGIt was stirred for 18 h
2. 2
   기타The organic phase was separated
3. 3
   세척washed with 5% NaHCO3
4. 4
   건조dried over Na2SO4
5. 5
   농축concentrated in vacuo

실험 절차

To a solution of N-Boc-O-benzyl-D-serine (510 mg, 1.72 mmol) and HOBt hydrate (317 mg, 2.07 mmol) in DMF (9 mL), EDC (432 mg, 2.25 mmol) was added. The mixture was stirred for 60 min. Then conc. NH4OH (0.600 mL, ˜8.40 mmol) was added. It was stirred for 18 h. Water and EtOAc were added. The organic phase was separated, washed with 5% NaHCO3, dried over Na2SO4, concentrated in vacuo to give (R)-tert-butyl 1-amino-3-(benzyloxy)-1-oxopropan-2-ylcarbamate (444 mg).

출처