反応 #42450

反応方程式

(2R,3S)-3-amino-4-(3,5-difluorophenyl)-1-[(3-ethylbenzyl)amino]butan-2-ol

1-Butyl-4-[methyl(methylsulfonyl)amino]-1H-indole-6-carboxylic acid

HOBT

HATU

→

title compound

収率 53.2%

1-Butyl-N-{(1S,2R)-1-(3,5-difluorobenzyl)-3-[(3-ethylbenzyl)amino]-2-hydroxypropyl}-4-[methyl(methylsulfonyl)amino]-1H-indole-6-carboxamide

収率 53.2%

溶媒

methylene chloride

methylene chloride

triethylamine

反応条件

後処理

1. 1
   workup.ADDITIONwas added
2. 2
   洗浄washed with water
3. 3
   乾燥then dried over anhydrous magnesium sulfate
4. 4
   濃縮concentrated under reduced pressure

実験手順

To a mixture of 1-Butyl-4-[methyl(methylsulfonyl)amino]-1H-indole-6-carboxylic acid (0.2 g) in methylene chloride (15 mL) was added triethylamine (0.156 g), HOBT (0.105 g), and HATU (0.293 g). The mixture was stirred at 39° C. for 10 minutes at which time (2R,3S)-3-amino-4-(3,5-difluorophenyl)-1-[(3-ethylbenzyl)amino]butan-2-ol (0.293 g) was added. The mixture was stirred at 40° C. for 4 h then poured into methylene chloride (50 mL), washed with water followed by brine then dried over anhydrous magnesium sulfate and concentrated under reduced pressure. Column chromatography on silica gel (100 mL) using 5% methanol in methylene chloride as eluent to give 0.21 g of the title compound: MS (ESI+) for C34H42F2N4O4S1 m/z 640.8 (M+H).

出典