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Molecules 2012, 17(5), 5604-5614; doi:10.3390/molecules17055604
Article

Novel Synthesis of 8-Deaza-5,6,7,8-tetrahydroaminopterin Analogues via an Aziridine Intermediate

1, 1, 1, 1, 1, 1,2 and 1,*
1 Department of Chemical Biology, School of Pharmaceutical Sciences, Peking University, Beijing 100191, China 2 State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Beijing 100191, China
* Author to whom correspondence should be addressed.
Received: 10 April 2012 / Revised: 3 May 2012 / Accepted: 5 May 2012 / Published: 10 May 2012
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Abstract

An efficient method for the construction of the tetrahydrofolate skeleton is described. Starting from pterin analogues and aromatic amines, 8-deaza-5,6,7,8-tetrahydroaminopterin derivatives and the heterocyclic benzoyl isosteres were synthesized via a novel aziridine intermediate. Following this method, the byproducts of carbon-nitrogen bond hydrogenolysis in traditional synthetic strategy can be completely avoided.
Keywords: tetrahydrofolate; aziridine; catalytic hydrogenation; solvent-free tetrahydrofolate; aziridine; catalytic hydrogenation; solvent-free
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Zhou, S.; Tian, C.; Li, C.; Guo, Y.; Wang, X.; Liu, J.; Zhang, Z. Novel Synthesis of 8-Deaza-5,6,7,8-tetrahydroaminopterin Analogues via an Aziridine Intermediate. Molecules 2012, 17, 5604-5614.

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