129664-47-7Relevant academic research and scientific papers
THE SYNTHESIS OF 2'-DEOXY-5-TRIFLUOROMETHYLURIDINE UTILIZING A COUPLING REACTION
Kawakami, Hiroshi,Ebata, Takashi,Koseki, Koshi,Matsushita, Hajime,Naoi, Yoshitake,et al.
, p. 569 - 574 (1990)
The coupling reaction between 1-α-chloro-2-deoxyribose derivative and silylated 5-trifluoromethyluracil was examined.The best stereoselectivity was obtained when the reaction was carried out using a large amount of silylated base in the presence of anhydrous zinc chloride.
Preparation method of high-purity antineoplastic drug triflucytidine
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Paragraph 0022; 0024; 0031-0032, (2021/06/22)
The invention discloses a preparation method of a high-purity antineoplastic drug triflucytidine, which comprises the following steps: 1) obtaining 2,6-bis(trimethylsilyl-5-trifluoromethylpyrimidine) from 5-(trifluoromethyl)uracil and hexamethyldisilazane under the action of trimethylchlorosilane; 2) carrying out condensation reaction on the 2, 6-bis(trimethylsilyl-5-trifluoromethylpyrimidine) and the 3',5'-p-chlorobenzoyl-2'-deoxy-1-chloro-D-ribofuranose, and carrying out recrystallization to obtain 3', 5'- p-chlorobenzoyl-2'-deoxy-5-trifluoromethyl uridine; (3) carrying out reaction on the 3',5'-p-chlorobenzoyl-2'-deoxy-5-trifluoromethyl uridine and trifluoromethanesulfonic anhydride, and carrying out nucleophilic substitution by using ammonia, so as to obtain 3',5'-p-chlorobenzoyl-2'-deoxy-5-trifluoromethyl cytidine; and 4) carrying out deprotection on the 3',5'-p-chlorobenzoyl-2'-deoxy-5-trifluoromethyl cytidine under the action of sodium methoxide, and filtering and washing to obtain the triflucytidine. The preparation method of the high-purity antineoplastic drug triflucytidine disclosed by the invention is convenient for industrial preparation.
METHOD FOR PREPARING TRIFLURIDINE
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Page/Page column 0070-0073, (2021/09/26)
The present application relates to a method for preparing trifluridine, comprising reacting a compound of formula III with a compound of formula IV in a first solvent in the presence of an acid to obtain a compound of formula II, and performing further reaction to obtain trifluridine.
Method for synthesizing trifluridine process impurity
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Paragraph 0016-0018, (2019/01/08)
The invention discloses a method for synthesizing a trifluridine impurity 1-((2S,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione, and belongs tothe technical field of chemical pharmacy. The method comprises the following steps: condensing starting raw materials 5-trifluoromethyl-2,4-bis(trimethylsilyloxy)uracil (2) and 1-chloro-2-deoxy-3,5-di-4-chlorobenzoyl-D-ribose (3) to prepare 3',5'-di(4-chlorobenzoyl)-2'-deoxy-alpha-D-ribose-5-trifluoromethyluracil (4); and hydrolyzing the compound (4) to generate 1-((2S,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione (1). The highly-pure trifluridine impurity synthesized in the invention can be used as an impurity standard product in the detection and analysis of finished trifluridine, so the accurate localization and qualitative diagnosis of the impurity in the detection and analysis of the finished trifluridine are improved, and theenhancement of the control of the impurity is benefited, thereby the quality of the finished trifluridine is improved. The method has the advantages of cheap and easily available raw materials, and simplicity in operation, and allows the yield of the obtained product to be (40 +/- 5)% and the HPLC purity of the product to be equal to or more than 98%.
High purity qu Fu uridine preparation method (by machine translation)
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Paragraph 0010; 0041, (2017/05/26)
The present invention provides a high purity qu Fu uridine preparation method, as the compound 2 as the raw material, with the first under the action of the HMDS in trimethylchlorosilane reaction to obtain compound 3, compound 3 with the raw material compound 4 in catalyst b fluorinated copper under the action of the condensation, of ethanol by recrystallization to obtain compound 5, the final compound 5 in the protection under the action of the sodium methoxide, through ethanol and acetone mixed solvent (1:1) by recrystallization to obtain a high purity of the target compound 1. The method of the invention, the resulting product has high purity, the method is simple, easy to be purified, industrial and less pollution. (by machine translation)
Synthesis of trifluorothymidine: Green glycosylation condition using neither chloroform nor transition metals
Komatsu, Hironori,Umetani, Hideki
, p. 847 - 850 (2013/09/06)
A new green glycosylation condition useful for efficient large-scale preparation of trifluorothymidine 1 is described. The condition requires neither CHCl3 nor transition-metal catalysts for β-selectivity at the anomeric C1-position, which is advantageous for process development of active pharmaceutical ingredients such as 1. Key features of the condition include: (1) only an equimolar amount of trifluorothymine 2 is required, (2) the glycosylation is performed under high concentration, (3) the reaction is carried out at 50 °C to enhance the reaction.
Process for preparing 2'-deoxy-5-trifluoromethyl-beta-uridine
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, (2008/06/13)
The present invention is a process for preparing 2'-deoxy-5-trifluoromethyl-βuridine characterized in that a 5-trifluoromethyl-2,4-bis(triorganosilyloxy)pyrimidine and a 1-halogeno-2-deoxy-α-D-erythro-pentofuranose derivative are subjected to condensation reaction in chloroform to give a 1-(2-deoxy-β-D-erythro-pentofuranoxyl)-5-trifluoromethyluracil derivative which is then subjected to the deprotection reaction to give 2'-deoxy-5-trifluoromethyl-β-uridine.
