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

Shouxin Zhou 1 , Chao Tian 1 , Chao Li 1 , Ying Guo 1 , Xiaowei Wang 1 , Junyi Liu 1,2  and Zhili Zhang 1,* email
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; in revised form: 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

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Cite This Article

MDPI and ACS Style

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.

AMA Style

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(5):5604-5614.

Chicago/Turabian Style

Zhou, Shouxin; Tian, Chao; Li, Chao; Guo, Ying; Wang, Xiaowei; Liu, Junyi; Zhang, Zhili. 2012. "Novel Synthesis of 8-Deaza-5,6,7,8-tetrahydroaminopterin Analogues via an Aziridine Intermediate." Molecules 17, no. 5: 5604-5614.

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