The present paper deals with an improved synthesis of two molecular hybrids of AMPA and KA, compounds CIP-A and CIP-B, and their transformation into CIOP-A and CIOP-B, the corresponding amido derivatives. Exploiting the continuous-flow technology, a significant improvement in the synthesis of the glutamate agonists CIP-A and CIP-B was accomplished, in terms of overall yield, time, and excess of ethyl chlorooximinoacetate. Moreover, we find out the HPLC conditions suitable to separate, at a preparative level, the three intermediates formed in the 1,3-dipolar cycloaddition step.
Efficient synthesis of kainic acid analogues / L. Tamborini, F. Mastronardi, G. Cullia, R. Ettari, C. De Micheli. - In: ARKIVOC. - ISSN 1551-7004. - 2013:4(2013), pp. 377-387. [10.3998/ark.5550190.p008.420]
Efficient synthesis of kainic acid analogues
L. Tamborini
Primo
;F. MastronardiSecondo
;G. Cullia;R. Ettari;C. De Micheli
2013
Abstract
The present paper deals with an improved synthesis of two molecular hybrids of AMPA and KA, compounds CIP-A and CIP-B, and their transformation into CIOP-A and CIOP-B, the corresponding amido derivatives. Exploiting the continuous-flow technology, a significant improvement in the synthesis of the glutamate agonists CIP-A and CIP-B was accomplished, in terms of overall yield, time, and excess of ethyl chlorooximinoacetate. Moreover, we find out the HPLC conditions suitable to separate, at a preparative level, the three intermediates formed in the 1,3-dipolar cycloaddition step.File | Dimensione | Formato | |
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