تفاعل #9186

ord-1489de592ed543aead9b9b3cc9eda428

معادلة التفاعل

CCOC(=O)c1sc(N)nc1C(F)(F)F
ethyl-2-amino-4-trifluoromethyl-thiazole-5-carboxylate
CC(C)(C)OC(=O)OC(=O)OC(C)(C)C
di-t-butyldicarbonate
CCOC(=O)c1sc(NOC(=O)OC(C)(C)C)nc1C(F)(F)F
title compound
المردود 92.0%
CCOC(=O)c1sc(NOC(=O)OC(C)(C)C)nc1C(F)(F)F
Ethyl-2-tert-butoxycarbonyloxyamino-4-trifluoromethyl-thiazole-5-carboxylate
المردود 92.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe solvent was evaporated in vacuo
  2. 2
    أخرىThe residue was chromatographed on a silica gel column
  3. 3
    غسيلElution with 5% EtOAc in hexanes

الإجراء التجريبي

A suspension of ethyl-2-amino-4-trifluoromethyl-thiazole-5-carboxylate (5.05 g, 21.02 mmol), di-t-butyldicarbonate (4.82 g, 22.07 mmol) and 4-dimethylaminopyridine (260 mg, 2.1 mmol) in dichloromethane (209 mL) was stirred under nitrogen for 1.5 h. The solvent was evaporated in vacuo. The residue was chromatographed on a silica gel column. Elution with 5% EtOAc in hexanes, followed by 15% EtOAc in hexanes afforded the title compound (6.57 g, 92%) as a white solid.

المصدر

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