Citation: Yun Long ZHANG, Liang Ren ZHANG, Zhen Jun YANG, Ji Mei MIN, Li He ZHANG, Yang LU, Ning Bo GONG, Qi Tai ZHENG. Coupling Reaction of 4-Chloro-7-H-Pyrrolo [2,3-d]Pyrimidine with 2,3,5-Tri-O-Acetyl-β-D-Ribofuranosyl Chloride[J]. Chinese Chemical Letters, ;2001, 12(5): 391-394. shu

Coupling Reaction of 4-Chloro-7-H-Pyrrolo [2,3-d]Pyrimidine with 2,3,5-Tri-O-Acetyl-β-D-Ribofuranosyl Chloride

1.
National Research Laboratory of Natural and Biomimetic Drugs, Peking University, Beijing 100083;
2.
Institue of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050

Received Date: 28 November 2000

Fund Project: This work was supported by the National Natural Science Foundation of China.

Coupling reaction of 4-chloro-7-H-pyrrolo [2,3-d]pyrimidine with 2,3,5-tri-O-acetyl-β-D-ribofuranosyl chloride under the basic condition was investigated.An abnormal coupling reaction,in which the heterocyclic base attacked at the carbon of 1,2-O-methylidene moiety instead of anomeric carbon of ribose was observed and the structure of products 5a,5b were identified by NMR and X-Ray diffraction.
- 4-Chloropyrrolo [2,
- 3-d]pyrimidine,
- 1-chloro-2,3,5-tri-O-acetyl-D-ribofuranose,
- neigh-boring participation effect,
- X-ray diffraction.
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