Protocol for producing phosphoramidate using phosphorus fluoride exchange click chemistry

Homer, Joshua A, Sun, Shoujun, Koelln, Rebecca A, Moses, John E (January 2024) Protocol for producing phosphoramidate using phosphorus fluoride exchange click chemistry. STAR Protocols, 5 (1). p. 102824. ISSN 2666-1667

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DOI: 10.1016/j.xpro.2023.102824


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.

Item Type: Paper
Subjects: chemistry > techniques > click chemistry > Accelerated SuFEx Click Chemistry
chemistry > techniques > click chemistry
chemistry > techniques
CSHL Authors:
Communities: CSHL Cancer Center Program
CSHL Cancer Center Shared Resources > Mass Spectrometry Service
CSHL labs > Moses lab
CSHL Cancer Center Program > Cellular Communication in Cancer Program
SWORD Depositor: CSHL Elements
Depositing User: CSHL Elements
Date: 12 January 2024
Date Deposited: 18 Jan 2024 18:10
Last Modified: 29 Apr 2024 18:23
PMCID: PMC10825769
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