Publication details
Synthesis of methyl 2-[(1,2-dihydro-4-hydroxy-2-oxo-1-phenylquinolin-3-yl) carbonylamino] alkanoates and methyl 2-[2-((1,2-dihydro-4-hydroxy-2-oxo-1- phenylquinolin-3-yl)carbonyl-amino)alkanamido] alkanoate
| Authors | |
|---|---|
| Year of publication | 2017 |
| Type | Article in Periodical |
| Magazine / Source | ARKIVOC |
| MU Faculty or unit | |
| Citation | |
| Web | http://www.arkat-usa.org/arkivoc-journal/browse-arkivoc/2017/4/ |
| Doi | http://dx.doi.org/10.3998/ark.5550190.p009.946 |
| Field | Organic chemistry |
| Keywords | Amino acid esters; DCC coupling method; azide coupling method; direct amino acid condensation; anisotropy; intramolecular hydrogen bond interactions; linomide |
| Description | A series of methyl 2-[(1,2-dihydro-4-hydroxy-2-oxo-1-phenylquinolin-3-yl)carbonylamino] alkanoates 7a-f has been developed by the direct condensation of ethyl [4-hydroxy-2-oxo--1-phenyl-1,2-dihydro-3-quinoline] carboxylate 4 with amino acid ester hydrochloride in the presence of triethylamine. The quinoline amino acid esters 7a-f were the key intermediate for the preparation of a series of methyl 2-[2-((1,2-dihydro-4-hydroxy-2- oxo-1-phenylquinolin-3-yl)carbonylamino)alkanamido] alkanoate 10-13(a-f) via azide coupling method with amino acid ester. |