反応 #77415

反応方程式

Di-t-butylcarbonate

2-amino-5-[(3-carbomethoxyphenyl)thio]thiazole

→

titled compound

3-[[2-[[(1,1-Dimethylethoxy)carbonyl]amino]thiazol-5-yl]thio]benzoic acid methyl ester

溶媒

THF

反応条件

後処理

1. 1
   濃縮concentrated
2. 2
   その他The residue was purified
3. 3
   洗浄Elution with 10% EtOAc in hexanes
4. 4
   その他afforded

実験手順

Di-t-butylcarbonate (4.36 g, 20 mmol) was added to a stirred solution of 2-amino-5-[(3-carbomethoxyphenyl)thio]thiazole (1.33 g, 5 mmol) and 4-N,N-dimethylaminopyridine (62 mg, 0.5 mmol) in THF (120 mL). The solution was stirred at rt. for 6 h and concentrated. The residue was purified using flash column chromatography on silica gel. Elution with 10% EtOAc in hexanes followed by 25% EtOAc in hexanes afforded a mixture of the titled compound and the corresponding bis(tert-butoxycarbonyl)amino adduct (1.8 g) as an oil.

出典