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Protocol for producing phosphoramidate using phosphorus fluoride exchange click chemistry.

ABSTRACT: Phosphorus fluoride exchange (PFEx) is a catalytic click reaction that involves exchanging high oxidation state P-F bonds with alcohol and amine nucleophiles, reliably yielding P-O- and P-N-linked compounds. Here, we describe steps for preparing a phosphoramidic difluoride and performing two sequential PFEx reactions to yield a phosphoramidate through careful catalyst selection. We then detail procedures for handling and quenching potentially toxic P-F-containing compounds to ensure user safety when conducting PFEx reactions. For complete details on the use and execution of this protocol, please refer to Sun et al.¹.

SUBMITTER: Homer JA

PROVIDER: S-EPMC10825769 | biostudies-literature | 2024 Jan

REPOSITORIES: biostudies-literature

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Protocol for producing phosphoramidate using phosphorus fluoride exchange click chemistry.

Homer Joshua A JA Sun Shoujun S Koelln Rebecca A RA Moses John E JE

STAR protocols 20240112 1

Phosphorus fluoride exchange (PFEx) is a catalytic click reaction that involves exchanging high oxidation state P-F bonds with alcohol and amine nucleophiles, reliably yielding P-O- and P-N-linked compounds. Here, we describe steps for preparing a phosphoramidic difluoride and performing two sequential PFEx reactions to yield a phosphoramidate through careful catalyst selection. We then detail procedures for handling and quenching potentially toxic P-F-containing compounds to ensure user safety ...[more]

PMID: 38217854

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