Convenient synthesis of 5′-methyl-2′-desoxyuridines

S. N. Mikhailov; N. Sh Padyukova; K. I. Panov

doi:10.1007/BF00479919

Convenient synthesis of 5′-methyl-2′-desoxyuridines

S. N. Mikhailov^*, N. Sh Padyukova, K. I. Panov

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

Abstract

A convenient method has been developed for the synthesis of 5′-methyl-2′-desoxyuridines. Chlorination of 5′-O-benzoyl-5′-methyluridines with a mixture of Ph₃P and CCl₄ in DMF affords the 2′-desoxy-2′-chloro-derivatives, which are then reduced with tributyltin hydride. The crystalline 5′-O-benzoyl-5′-methyl-2′-desoxyuridines were obtained in overall yields of 40-60%. In a similar way, 5′-O-benzoyluridine has given 5′-O-benzoyl-2′-desoxyuridine.

Original language	English
Pages (from-to)	203-205
Number of pages	3
Journal	Chemistry of Heterocyclic Compounds
Volume	25
Issue number	2
DOIs	https://doi.org/10.1007/BF00479919
Publication status	Published - Feb 1989
Externally published	Yes

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Copyright 2007 Elsevier B.V., All rights reserved.

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Organic Chemistry

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title = "Convenient synthesis of 5′-methyl-2′-desoxyuridines",

abstract = "A convenient method has been developed for the synthesis of 5′-methyl-2′-desoxyuridines. Chlorination of 5′-O-benzoyl-5′-methyluridines with a mixture of Ph3P and CCl4 in DMF affords the 2′-desoxy-2′-chloro-derivatives, which are then reduced with tributyltin hydride. The crystalline 5′-O-benzoyl-5′-methyl-2′-desoxyuridines were obtained in overall yields of 40-60%. In a similar way, 5′-O-benzoyluridine has given 5′-O-benzoyl-2′-desoxyuridine.",

author = "Mikhailov, {S. N.} and Padyukova, {N. Sh} and Panov, {K. I.}",

year = "1989",

month = feb,

doi = "10.1007/BF00479919",

language = "English",

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pages = "203--205",

journal = "Chemistry of Heterocyclic Compounds",

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AU - Mikhailov, S. N.

AU - Padyukova, N. Sh

AU - Panov, K. I.

PY - 1989/2

Y1 - 1989/2

N2 - A convenient method has been developed for the synthesis of 5′-methyl-2′-desoxyuridines. Chlorination of 5′-O-benzoyl-5′-methyluridines with a mixture of Ph3P and CCl4 in DMF affords the 2′-desoxy-2′-chloro-derivatives, which are then reduced with tributyltin hydride. The crystalline 5′-O-benzoyl-5′-methyl-2′-desoxyuridines were obtained in overall yields of 40-60%. In a similar way, 5′-O-benzoyluridine has given 5′-O-benzoyl-2′-desoxyuridine.

AB - A convenient method has been developed for the synthesis of 5′-methyl-2′-desoxyuridines. Chlorination of 5′-O-benzoyl-5′-methyluridines with a mixture of Ph3P and CCl4 in DMF affords the 2′-desoxy-2′-chloro-derivatives, which are then reduced with tributyltin hydride. The crystalline 5′-O-benzoyl-5′-methyl-2′-desoxyuridines were obtained in overall yields of 40-60%. In a similar way, 5′-O-benzoyluridine has given 5′-O-benzoyl-2′-desoxyuridine.

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JO - Chemistry of Heterocyclic Compounds

JF - Chemistry of Heterocyclic Compounds

SN - 0009-3122

IS - 2

ER -

Convenient synthesis of 5′-methyl-2′-desoxyuridines

Abstract

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