(4S,5S)-2-(4-Chloro-phen-yl)-1,3-dioxolane-4,5-dicarboxamide
De-Cai Wang1, Jing Bai, Wei Xu
1School of Pharmaceutical Sciences, Nanjing University of Technology, Xinmofan Road No.5 Nanjing, Nanjing 210009, People's Republic of China.
Summary
This study details a key chemical intermediate, C(11)H(11)ClN(2)O(4), crucial for synthesizing platinum-based anti-cancer drugs. Its crystal structure reveals specific molecular arrangements and hydrogen bonding, important for drug development.
Area of Science:
- Medicinal Chemistry
- Crystallography
- Organic Chemistry
Background:
- Platinum-based drugs are vital chemotherapeutics.
- Novel intermediates are needed for improved drug synthesis.
- Understanding molecular structure aids drug design.
Purpose of the Study:
- To characterize a novel intermediate for platinum anti-cancer drug synthesis.
- To elucidate the solid-state structure and conformation of the compound.
- To identify intermolecular interactions influencing crystal packing.
Main Methods:
- Chemical synthesis of the intermediate C(11)H(11)ClN(2)O(4).
- Single-crystal X-ray diffraction analysis.
- Conformational analysis of the dioxolane ring.
- Hydrogen bond analysis (N-H⋯O, C-H⋯O).
Main Results:
- The compound C(11)H(11)ClN(2)O(4) was synthesized and characterized.
- The dioxolane ring exhibits a twist conformation.
- An equatorially positioned chloro-phenyl group was observed.
- A 2D network structure was formed via N-H⋯O and C-H⋯O hydrogen bonds.
Conclusions:
- The characterized intermediate is suitable for platinum anti-cancer drug preparation.
- The specific conformation and hydrogen bonding influence the crystal packing.
- Structural insights can guide the development of new platinum-based therapeutics.
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