A 2nd-generation scalable synthesis of the HIV-1 entry inhibitor CJF-III-288 enabled by photoredox catalysis

Jonathan W. Nadraws; Maithili S. Pokle; Amos B. Smith

doi:10.1039/D5CC06802A

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A 2nd-generation scalable synthesis of the HIV-1 entry inhibitor CJF-III-288 enabled by photoredox catalysis

Jonathan W. Nadraws,

*^a Maithili S. Pokle †^b and Amos B. Smith, III^c

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* Corresponding authors

^a Department of Chemistry, University of Pennsylvania, 231 South 34th St, Philadelphia, Pennsylvania, USA
E-mail: jnadraws@sas.upenn.edu

^b Maithili S. Pokle – Department of Chemistry, University of Pennsylvania, 231 South 34th St, Philadelphia, Pennsylvania, USA
E-mail: mapokle@sas.upenn.edu

^c Department of Chemistry, University of Pennsylvania, 231 South 34th St, Philadelphia, Pennsylvania, USA
E-mail: smithab@sas.upenn.edu

Abstract

The development and optimization of a 2nd-Generation process synthesis for the human immunodeficiency virus-1 entry inhibitor CJF-III-288 bis-trifloroacetate salt 1 is reported. The route eliminates the use of noble metals, decreases the step count nearly by half, and increases the overall yield tenfold.

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DOI: https://doi.org/10.1039/D5CC06802A
Article type: Communication
Submitted: 30 Nov 2025
Accepted: 04 Jan 2026
First published: 05 Jan 2026
This article is Open Access

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Chem. Commun., 2026,62, 2981-2985

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A 2nd-generation scalable synthesis of the HIV-1 entry inhibitor CJF-III-288 enabled by photoredox catalysis

J. W. Nadraws, M. S. Pokle and A. B. Smith, Chem. Commun., 2026, 62, 2981 DOI: 10.1039/D5CC06802A

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Chemical Communications

A 2nd-generation scalable synthesis of the HIV-1 entry inhibitor CJF-III-288 enabled by photoredox catalysis

Abstract

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A 2nd-generation scalable synthesis of the HIV-1 entry inhibitor CJF-III-288 enabled by photoredox catalysis

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