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Literature DB >> 29577718

Synthesis and Explosion Hazards of 4-Azido-l-phenylalanine.

Mark B Richardson¹, Derek B Brown², Carlos A Vasquez¹, Joseph W Ziller¹, Kevin M Johnston¹, Gregory A Weiss¹.

Abstract

A reliable, scalable, cost-effective, and chromatography-free synthesis of 4-azido-l-phenylalanine beginning from l-phenylalanine is described. Investigations into the safety of the synthesis reveal that the Ullman-like Cu(I)-catalyzed azidation step does not represent a significant risk. The isolated 4-azido-l-phenylalanine product, however, exhibits previously undocumented explosive characteristics.

Entities: CellLine Chemical Disease Species

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Year: 2018 PMID： 29577718 PMCID： PMC6008159 DOI： 10.1021/acs.joc.8b00270

Source DB: PubMed Journal: J Org Chem ISSN： 0022-3263 Impact factor: 4.354

54 in total

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Journal: Eur J Med Chem Date: 2008-07-09 Impact factor: 6.514

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8. Palladium-mediated cell-surface labeling.

Authors: Christopher D Spicer; Therese Triemer; Benjamin G Davis
Journal: J Am Chem Soc Date: 2011-12-28 Impact factor: 15.419

Review 9. Designing logical codon reassignment - Expanding the chemistry in biology.

Authors: Anaëlle Dumas; Lukas Lercher; Christopher D Spicer; Benjamin G Davis
Journal: Chem Sci Date: 2014-07-14 Impact factor: 9.825

10. A novel aromatic iodination method, with sodium periodate used as the only iodinating reagent.

Authors: Piotr Luliński; Maciej Sosnowski; Lech Skulski
Journal: Molecules Date: 2005-05-13 Impact factor: 4.411

5 in total

Review 1. Allylic azides: synthesis, reactivity, and the Winstein rearrangement.

Authors: Angela S Carlson; Joseph J Topczewski
Journal: Org Biomol Chem Date: 2019-05-08 Impact factor: 3.876

2. Bioorthogonal chemistry.

Authors: Samuel L Scinto; Didier A Bilodeau; Robert Hincapie; Wankyu Lee; Sean S Nguyen; Minghao Xu; Christopher W Am Ende; M G Finn; Kathrin Lang; Qing Lin; John Paul Pezacki; Jennifer A Prescher; Marc S Robillard; Joseph M Fox
Journal: Nat Rev Methods Primers Date: 2021-04-15