Methyl 2-(2-{[(benzyloxy)carbonyl]amino}propan-2-yl)-5-hydroxy-6-methoxy-pyrimidine-4-carboxylate
2011
Study of a Chemical Compound Related to HIV Drug
publication
Evidence: low
Author Information
Author(s): Shang Zhenhua, Qi Shan, Tao Xiao, Zhang Guangbo
Primary Institution: Hebei University of Science and Technology
Hypothesis
The title compound was synthesized as an intermediate for the anti-retroviral drug raltegravir.
Conclusion
The study found that the title compound was a byproduct of the intended synthesis.
Supporting Evidence
- The dihedral angle between the two aromatic rings in the compound is 61.1°.
- The crystal structure is stabilized by intermolecular hydrogen bonds.
- Two products were observed during the synthesis, which were separated and analyzed.
Takeaway
Scientists tried to make a special chemical for an HIV medicine, but they ended up with a different one instead.
Methodology
The compound was synthesized using a reaction with dimethyl sulfate and magnesium methoxide, followed by purification through flash chromatography.
Digital Object Identifier (DOI)
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