反応 #9183

反応方程式

ethyl-2-amino-4-methyl-thiazole-5-carboxylate

di-t-butyldicarbonate

→

title compound

収率 72.0%

Ethyl-2-tert-butoxycarbonyloxyamino-4-methyl-thiazole-5-carboxylate

収率 72.0%

溶媒

tetrahydrofuran

反応条件

後処理

1. 1
   その他The solvent was evaporated in vacuo
2. 2
   ろ過filtered through a pad of celite
3. 3
   洗浄The filtrate was washed with 1 N aqueous HCl solution (300 mL, 2×), water and brine
4. 4
   乾燥dried (MgSO4)
5. 5
   濃縮concentrated in vacuo
6. 6
   その他The residue was triturated with hexanes
7. 7
   ろ過The solid was filtered
8. 8
   その他dried in vacuo

実験手順

A suspension of ethyl-2-amino-4-methyl-thiazole-5-carboxylate (18.6 g, 100 mmol), di-t-butyldicarbonate (26.2 g, 120 mmol) and 4-dimethylaminopyridine (800 mg, 6.55 mmol) in dry tetrahydrofuran (300 mL) was stirred under nitrogen for 18 h. The solvent was evaporated in vacuo. The residue was suspended in dichloromethane (1 L) and filtered through a pad of celite. The filtrate was washed with 1 N aqueous HCl solution (300 mL, 2×), water and brine, dried (MgSO4), and concentrated in vacuo. The residue was triturated with hexanes. The solid was filtered and dried in vacuo to obtain the title compound (20 g, 72%) as a tan solid.

出典