Ethyl(methyl)dioxirane as an efficient reagent for the oxidation of nucleoside phosphites into phosphates under nonbasic anhydrous conditions

M Kataoka; A Hattori; S Okino; M Hyodo; M Asano; R Kawai; Y Hayakawa

doi:10.1021/ol000364w

Ethyl(methyl)dioxirane as an efficient reagent for the oxidation of nucleoside phosphites into phosphates under nonbasic anhydrous conditions

Org Lett. 2001 Mar 22;3(6):815-8. doi: 10.1021/ol000364w.

Authors

M Kataoka¹, A Hattori, S Okino, M Hyodo, M Asano, R Kawai, Y Hayakawa

Affiliation

¹ Laboratory of Bioorganic Chemistry, Graduate School of Human Informatics, Nagoya University, Chikusa, Nagoya 464-8601, Japan.

PMID: 11263889
DOI: 10.1021/ol000364w

Abstract

A convenient method for the oxidation of nucleoside phosphites into phosphates under nonbasic and nonaqueous conditions using commercially available ethyl(methyl)dioxirane has been developed. This oxidation is effective with both N-protected and N-unprotected strategies.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Ethylene Oxide* / analogs & derivatives
Indicators and Reagents
Molecular Structure
Nucleosides / chemistry*
Nucleotides / chemical synthesis*
Nucleotides / chemistry*
Oxidation-Reduction
Phosphites / chemistry*

Substances

Indicators and Reagents
Nucleosides
Nucleotides
Phosphites
ethyl(methyl)dioxirane
Ethylene Oxide