AI Article Synopsis
- A new method has been created for assembling thioureido peptidomimetics using alkyl azides and dithiocarbamates, which produces thiourea without leaving any residue.
- This reaction occurs smoothly, releasing nitrogen gas (N2) and elemental sulfur, and it achieves good yields without causing any changes in molecule structure (epimerization).
- The process is gentle, doesn’t require a base, is scalable for larger quantities, and is efficient in terms of steps, demonstrated by successfully creating protected thioureido peptidomimetics.
Article Abstract
An unprecedented approach for the assembly of thioureido peptidomimetics is developed employing alkyl azides and dithiocarbamates. Dithiocarbamates react with alkyl azides with the liberation of N2 and elemental sulfur thereby leading to thiourea in a traceless manner. Thioureido peptidomimetics are thus furnished in good yields with no epimerization. This process is mild, free from the use of a base, scalable and step economic. The practicability of this methodology has been highlighted by the synthesis of N,N'-orthogonally protected thioureido peptidomimetics.
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| http://dx.doi.org/10.1039/c8ob00239h | DOI Listing |
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Synthesis of thioureido peptidomimetics employing alkyl azides and dithiocarbamates.
Org Biomol Chem
March 2018
Room No. 109, Peptide Research Laboratory, Department of Studies in Chemistry, Central College Campus, Dr. B. R. Ambedkar Veedhi, Bangalore University, Bangalore, 560001, India.
Article Synopsis
- A new method has been created for assembling thioureido peptidomimetics using alkyl azides and dithiocarbamates, which produces thiourea without leaving any residue.
- This reaction occurs smoothly, releasing nitrogen gas (N2) and elemental sulfur, and it achieves good yields without causing any changes in molecule structure (epimerization).
- The process is gentle, doesn’t require a base, is scalable for larger quantities, and is efficient in terms of steps, demonstrated by successfully creating protected thioureido peptidomimetics.
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