反応 #48717

反応方程式

acetic anhydride

(2R,3S,5R)-5-[2-Amino-3-(3-fluoro-5-propoxy-phenyl)-1-hydroxy-propyl]-2-(2,2-dimethyl-propoxy)-3-methyl-morpholine-4-carboxylic acid tert-butyl ester

triethylamine

→

desired compound

収率 47.8%

(2R,3S,5R)-5-[(1S,2S)-2-Acetylamino-3-(3-fluoro-5-propoxy-phenyl)-1-hydroxypropyl]-2-(2,2-dimethyl-propoxy)-3-methyl-morpholine-4-carboxylic acid tert-butyl ester

収率 47.8%

溶媒

tetrahydrofuran

ethyl acetate

反応条件

後処理

1. 1
   洗浄wash with saturated aqueous ammonium chloride and saturated aqueous sodium chloride
2. 2
   乾燥Dry over magnesium sulfate
3. 3
   ろ過filter
4. 4
   濃縮concentrate
5. 5
   その他Purify on 12 g silica gel eluting with 100:0 to 20:80 hexanes

実験手順

Add acetic anhydride (0.07 g, 0.70 mmol) to (2R,3S,5R)-5-[2-Amino-3-(3-fluoro-5-propoxy-phenyl)-1-hydroxy-propyl]-2-(2,2-dimethyl-propoxy)-3-methyl-morpholine-4-carboxylic acid tert-butyl ester (0.34 g, 0.66 mmol) and triethylamine (0.10 g, 0.99 mmol) in tetrahydrofuran (6 mL) at room temperature and stir 1 hour. Dilute with ethyl acetate and wash with saturated aqueous ammonium chloride and saturated aqueous sodium chloride. Dry over magnesium sulfate, filter and concentrate. Purify on 12 g silica gel eluting with 100:0 to 20:80 hexanes:ethyl acetate to give 0.175 g of the desired compound as an oil.

出典