تفاعل #9191

ord-7b8cb11dcdcf4486a625205a9d01af52

معادلة التفاعل

CCOC(=O)c1cnc(N)s1
ethyl-2-amino-thiazole-5-carboxylate
CC(C)(C)OC(=O)OC(=O)OC(C)(C)C
di-t-butyldicarbonate
C1CCOC1
tetrahydrofuran
CCOC(=O)c1sc(NOC(=O)OC(C)(C)C)nc1C
title compound
المردود 70.0%
CCOC(=O)c1sc(NOC(=O)OC(C)(C)C)nc1C
Ethyl-2-tert-butoxycarbonyloxyamino-4-methyl-thiazole-5-carboxylate
المردود 70.0%

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe solvent was evaporated in vacuo
  2. 2
    غسيلThe solid was washed with ether (10 mL, 3×)
  3. 3
    أخرىdried in vacuo

الإجراء التجريبي

A suspension of ethyl-2-amino-thiazole-5-carboxylate (972 mg, 6 mmol, B. Plouvler, C. Bailly, R. Houssin, j-P. Henlchart Heterocyles 32(4), 693–701, 1991 and H. J. Becker, J. de Jonge Rec. Trav. Chim, 61, 463, 1942), di-t-butyldicarbonate (1.94 g, 9 mmol) and 4-dimethylaminopyridine (73 mg, 0.6 mmol) in dry tetrahydrofuran (75 mL) was stirred under nitrogen for 24 h. The solvent was evaporated in vacuo. The residue was suspended in ether (50 mL). The solid was washed with ether (10 mL, 3×), and dried in vacuo to obtain the title compound (1.1 g, 70%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07091223B2uspto-grants-2006_08