Utilization of tetrabutylammonium triphenyldifluorosilicate (TBAT) in the synthesis of 6-fluoropurine nucleosides

Vadim Gurvich; Hye Young Kim; Richard P. Hodge; Constance M. Harris; Thomas M. Harris

doi:10.1080/07328319908044885

Utilization of tetrabutylammonium triphenyldifluorosilicate (TBAT) in the synthesis of 6-fluoropurine nucleosides

Vadim Gurvich, Hye Young Kim, Richard P. Hodge, Constance M. Harris, Thomas M. Harris

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

11 Scopus citations

Abstract

Tetrabutylammonium triphenydifluorosilicate (TBAT) has been found to be a useful reagent for the conversion of 6-chloropurine nucleosides to 6- fluoropurine derivatives. The 6-chloropurine nucleosides were reacted with trimethylamine to form quaternary trimethylammonium salts which were treated in situ with TBAT in DMF to effect conversion to the 6-fluoro derivatives in yields of 59-72%.

Original language	English (US)
Pages (from-to)	2327-2333
Number of pages	7
Journal	Nucleosides and Nucleotides
Volume	18
Issue number	10
DOIs	https://doi.org/10.1080/07328319908044885
State	Published - 1999
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Genetics

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10.1080/07328319908044885

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title = "Utilization of tetrabutylammonium triphenyldifluorosilicate (TBAT) in the synthesis of 6-fluoropurine nucleosides",

abstract = "Tetrabutylammonium triphenydifluorosilicate (TBAT) has been found to be a useful reagent for the conversion of 6-chloropurine nucleosides to 6- fluoropurine derivatives. The 6-chloropurine nucleosides were reacted with trimethylamine to form quaternary trimethylammonium salts which were treated in situ with TBAT in DMF to effect conversion to the 6-fluoro derivatives in yields of 59-72%.",

author = "Vadim Gurvich and Kim, {Hye Young} and Hodge, {Richard P.} and Harris, {Constance M.} and Harris, {Thomas M.}",

note = "Funding Information: Acknowledgement. We thank the United States Public Health Service for financial",

year = "1999",

doi = "10.1080/07328319908044885",

language = "English (US)",

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pages = "2327--2333",

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T1 - Utilization of tetrabutylammonium triphenyldifluorosilicate (TBAT) in the synthesis of 6-fluoropurine nucleosides

AU - Gurvich, Vadim

AU - Kim, Hye Young

AU - Hodge, Richard P.

AU - Harris, Constance M.

AU - Harris, Thomas M.

N1 - Funding Information: Acknowledgement. We thank the United States Public Health Service for financial

PY - 1999

Y1 - 1999

N2 - Tetrabutylammonium triphenydifluorosilicate (TBAT) has been found to be a useful reagent for the conversion of 6-chloropurine nucleosides to 6- fluoropurine derivatives. The 6-chloropurine nucleosides were reacted with trimethylamine to form quaternary trimethylammonium salts which were treated in situ with TBAT in DMF to effect conversion to the 6-fluoro derivatives in yields of 59-72%.

AB - Tetrabutylammonium triphenydifluorosilicate (TBAT) has been found to be a useful reagent for the conversion of 6-chloropurine nucleosides to 6- fluoropurine derivatives. The 6-chloropurine nucleosides were reacted with trimethylamine to form quaternary trimethylammonium salts which were treated in situ with TBAT in DMF to effect conversion to the 6-fluoro derivatives in yields of 59-72%.

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Utilization of tetrabutylammonium triphenyldifluorosilicate (TBAT) in the synthesis of 6-fluoropurine nucleosides

Abstract

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