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A new protecting group for the 5'-hydroxyl group having O-S single bond oxidatively cleavable under mild conditions

Utagawa, E.; Seio, K.; Sekine, M.

Nucleosides Nucleotides and Nucleic Acids 24(5-7): 927-929

2005


ISSN/ISBN: 1525-7770
PMID: 16248064
DOI: 10.1081/ncn-200059288
Accession: 048090520

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We developed a new protecting group, ie., cis-[4-[[(4-methoxytrityl)sulfenyl]oxy]tetrahydrofuran-3-yl]oxycarbonyl (MTFOC), which could be removed under neutral conditions involving the oxidative removal of the MMTrS group followed by the self-cyclization of the resulting intermediate. The introduction of the protecting group into the 5-hydroxyl group of a thymidine derivative and its deprotection were studied.

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