反応 #172000

反応方程式

NH4OH

N-Boc-O-benzyl-D-serine

HOBt hydrate

EDC

→

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

収率 87.7%

溶媒

DMF

EtOAc

Water

反応条件

後処理

1. 1
   workup.STIRRINGIt was stirred for 18 h
2. 2
   その他The organic phase was separated
3. 3
   洗浄washed with 5% NaHCO3
4. 4
   乾燥dried over Na2SO4
5. 5
   濃縮concentrated in vacuo

実験手順

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).

出典