A kind of synthetic method of pyrazoline nucleoside analog with quaternary carbon center

A technology of pyrazoline nucleosides and synthetic methods, applied in the field of organic synthesis in organic chemistry
CN108774229BInactive Publication Date: 2020-09-08HENAN NORMAL UNIV
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Patent Information

Authority / Receiving Office
CN Β· China
Patent Type
Patents(China)
Current Assignee / Owner
HENAN NORMAL UNIV
Publication Date
2020-09-08
Estimated Expiration
Not applicable Β· inactive patent

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Abstract

The invention discloses a method for synthesizing pyrazoline nucleoside analogs with a quaternary carbon center, belonging to the technical field of organic chemistry. Starting from 9-alkenyl purine 1 and Ξ±-alkyl / aryl diazoacetate 2, DPPB or Pd 2 (dba) 3 As a catalyst, after the reaction, a pyrazoline-like purine nucleoside analog 3 with a quaternary carbon center is obtained, and the reaction yield is moderate to excellent. In the present invention, the diversity and singleness of pyrazoline products can be effectively controlled by changing the catalytic system, and the pyrazoline-like purine nucleoside analog 5 can be obtained after the product is further hydrogenated.
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Description

technical field

[0001] The invention relates to the synthesis of purine nucleoside analogs, in particular to a method for synthesizing pyrazoline nucleoside analogs with a quaternary carbon center, and belongs to the field of organic synthesis in organic chemistry. Background technique

[0002] Pyrazolines containing quaternary carbon centers are ubiquitous in many bioactive molecules. Representative examples of such pyrazoline compounds include the commercially available herbicide safener mefenpyr-ethyl, the insecticide RH 3421, and the chloroquinine pyrazoline with good antimalarial activity. Therefore, the construction of pyrazolines with quaternary carbon centers is very promising.

[0003] The synthesis of pyrazolines by 1,3-dipolar cycloaddition of diazo esters is a very classic synthetic method. The cycloaddition reactions of alkenes or alkynes with alkyl diazo or diazoacetates have been extensively reported. However, compared with this, the reports of 1.3-dipolar ...

Claims

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