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Citation: LI Ye-Qing, LU Ming, LÜ Chun-Xu, ZHU Sai-Jian, LIU Qi-Fa. Facile Synthesis of 9-(N-Amino-4-fluoromethyl-3-pyrrolidinyl)-2,6-dichloropurine from trans-4-Hydroxy-D-proline[J]. Chinese Journal of Applied Chemistry, ;2008, 25(3): 345-349. shu

Facile Synthesis of 9-(N-Amino-4-fluoromethyl-3-pyrrolidinyl)-2,6-dichloropurine from trans-4-Hydroxy-D-proline

1.
Chemical Engineering College, Nanjing University of Science and Technology, Nanjing 210094

Corresponding author: LU Ming,
Received Date: 7 April 2007
Available Online: 12 July 2007

A novel and simple procedure for the synthesis of aza-nucleoside by Mitsunobu reaction between N-(p-nitrobenzyloxycarbonyl)-trans-4-hydroxy-D-proline methyl ester obtained from trans-4-hydroxy-L-proline after six-step reaction and 2,6-dichloropurine is described.The azanucleoside is reduced,deprotected,nitrosated reduced and fluorided by new fluoridizer 2,2-difluoro-1,3-dimethylimidazolidine(DFI).Mitsunobu reaction could be carried out at ambient temperature.Intermediates and the target compound are characterized by IR,MS,H NMR.
- trans-hydroxy-D-proline,
- dichloropurine,
- fluoride azanucleoside,
- Mitsunobu reaction,
- difluoro-dimethylimidazolidinedimethylimidazolidine
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