21679-15-2Relevant articles and documents
Practical Synthesis of Fludarabine and Nelarabine
Bai, Jiang,Ding, Haixin,Liu, Jiang,Ouyang, Wenliang,Shen, Chunyang,Xiao, Qiang
, p. 417 - 423 (2020/01/23)
A new practical synthesis strategy has been developed to access the β- d -arabinofuranosyl purine nucleosides fludarabine and nelarabine. In our approach, an ortho -alkyne benzoyl ester is transiently introduced as a neighbouring-participation group in Vorbrüggen glycosylation to afford the corresponding β-nucleoside exclusively. The latter was further removed efficiently by using freshly prepared Ph 3 PAuOTFA to give the corresponding 2′-OH nucleosides without transesterification. After reversion of the configuration of 2′-OH and deprotection, fludarabine and nelarabine were obtained in high yield and purity.
Synthesis method of fludarabine and nelarabine
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, (2020/01/11)
The present invention discloses a synthesis method of fludarabine and nelarabine. The method is prepared from a ribofuranose derivative as a raw material, an o-alkynyl benzoate is introduced at a 2-position hydroxyl group to obtain a key glycosyl donor, the key glycosyl donor and purine bases are subjected to a coupling reaction using a Vorbruggen glycosylation reaction to highly efficiently construct beta-nucleoside bonds, under catalysis of a gold catalyst, 2'-position ester groups are selectively removed to obtain important furyl ribonucleotide, and a bare 2' hydroxyl group is then subjected to two-step reactions of hydroxyl inversion and deprotection to respectively obtain fludarabine and nelarabine. The synthesis strategy has characteristics of being simple in operation, simple and easy to obtain the raw materials, easy in separation of products, high in reaction yield, etc., and has relatively good prospects for popularization and application.
Synthesis process of fludarabine base
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Paragraph 0012-0025, (2018/11/10)
The invention provides a synthesis process of fludarabine base. The synthesis process comprises selecting raw materials, synthesizing an intermediate, and synthesizing fludarabine base. The synthesisprocess has the beneficial effects that the source of the raw materials is widely available, the cost of the raw materials is low, the synthesis process is suitable for large-scale production and hassimple synthesis steps, fewer harmful substances are discharged in synthesis, and the synthesis process is safe and environment-friendly, has good use effect and can be promoted.
