Citation: Jie YANG, Yu Yang JIANG, Sheng Li CAO, Hua FU, Yu Fen ZHAO. Synthesis of N-Phosphoryl Branched Peptides[J]. Chinese Chemical Letters, ;2005, 16(3): 317-320. shu

Synthesis of N-Phosphoryl Branched Peptides

Jie YANG ^1,2, ,
Yu Yang JIANG ^1,2 ,
Sheng Li CAO ³ ,
Hua FU ¹ ,
Yu Fen ZHAO ¹

1.
The Key Laboratory of Bioorganic Phosphorus Chemistry, Ministry of Education;Department of Chemistry, Tsinghua University, Beijing 100084;
2.
The Key Laboratory of Chemical Biology, Guangdong Province, Graduate School at Shenzhen, Tsinghua University, Shenzhen 518055;
3.
Department of Chemistry, Capital Normal University, Beijing 100037

Received Date: 23 February 2004

Fund Project: The authors would like to thank the financial supports from the National Natural Science Foundation of China (No. 20132020), the Ministry of Science and Technology, the Chinese Ministry of Education and Tsinghua University.

H-phosphonates were conveniently prepared by direct transesterification of diphenyl phosphite (DPP) with the corresponding alcohols, without further purification they were reacted with branched peptide methyl ester (L-Leu₂-L-LysOMe) through Atherton-Todd method, a series of different substituted alkyloxy (N-phosphoryl-L-Leu)₂-L-LysOMe were synthesized, and their structures were confirmed by ³¹p NMR, ESI-MS,¹H NMR, ¹³C NMR, IR and elemental analysis.The approach possesses the advantages of easy operation, high yield and inexpensive phosphorylating reagent.
- N-Phosphoryl branched peptide,
- H-phosphonate,
- Atherton-Todd reaction,
- transesterification.
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