Methyl 2-(2-{[(benz­yloxy)carbon­yl]amino}­propan-2-yl)-5-hy­droxy-6-oxo-1,6-dihydro­pyrimidine-4-carboxyl­ate
2011

Study of a Key Intermediate in Raltegravir Preparation

publication Evidence: moderate

Author Information

Author(s): Shang Zhenhua, Ha Jing, Yu Yifeng, Zhao Xiaodan

Primary Institution: Hebei University of Science and Technology

Hypothesis

The title compound is an intermediate in the preparation of the anti-retroviral drug raltegravir.

Conclusion

The crystal structure of the compound is stabilized through intermolecular and intramolecular hydrogen bonds.

Supporting Evidence

  • The dihedral angle between the two aromatic rings in the compound is 45.9°.
  • The crystal structure is stabilized through intermolecular N—H⋯O hydrogen bonds.
  • Intramolecular O—H⋯O hydrogen bonds are also present.

Takeaway

This study looks at a chemical compound that helps make a medicine for treating HIV. It shows how the compound is structured and how it holds together.

Methodology

The compound was prepared using a published method involving several chemical reactions and crystallization steps.

Digital Object Identifier (DOI)

10.1107/S1600536811016278

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