反応 #510147

反応方程式

threonine

DIEA

4-phenylethynyl-benzoic acid

4-Phenylethynyl-benzoic acid

DIEA

→

white solid

収率 99.1%

3-Hydroxy-2-(4-phenylethynyl-benzoylamino)-butyric acid methyl ester

収率 99.1%

溶媒

EtOAc

DMF

DMF

反応条件

後処理

1. 1
   洗浄washed with 0.5M HCl (2×60 ml), sat. aq. NaHCO3 (60 ml), 50% diluted brine (60 ml), sat. brine (60 ml)
2. 2
   乾燥dried with Na2SO4
3. 3
   ろ過filtered
4. 4
   濃縮concentrated under reduced pressure
5. 5
   その他Upon drying in vacuo

実験手順

A solution of threonine (1.66 g, 9.8 mmol) and DIEA (1.53 ml, 8.8 mmol) in DMF (10 ml) was added to a stirred solution of 4-phenylethynyl-benzoic acid 3 (1.55 g, 7.0 mmol) and DIEA (1.53 ml, 8.8 mmol) in DMF (11 ml) at rt. After 12 h, the reaction was diluted with EtOAc (300 ml) and washed with 0.5M HCl (2×60 ml), sat. aq. NaHCO3 (60 ml), 50% diluted brine (60 ml), sat. brine (60 ml), dried with Na2SO4, filtered and concentrated under reduced pressure. Upon drying in vacuo, 2.34 g of white solid was obtained (approximately quantitative yield in 99% purity).

出典