تفاعل #9183

معادلة التفاعل

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

di-t-butyldicarbonate

→

title compound

المردود 72.0%

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

المردود 72.0%

المذيبات

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   أخرىThe solvent was evaporated in vacuo
2. 2
   ترشيحfiltered through a pad of celite
3. 3
   غسيلThe filtrate was washed with 1 N aqueous HCl solution (300 mL, 2×), water and brine
4. 4
   تجفيفdried (MgSO4)
5. 5
   تركيزconcentrated in vacuo
6. 6
   أخرىThe residue was triturated with hexanes
7. 7
   ترشيحThe solid was filtered
8. 8
   أخرىdried in vacuo

الإجراء التجريبي

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.

المصدر