(4S,5S)-2-(2-Thien-yl)-1,3-dioxolane-4,5-dicarboxamide

Area of Science:

• Medicinal Chemistry
• Crystallography
• Organic Chemistry

Background:

• The synthesis of novel anti-tumor platinum drugs relies on specific chemical intermediates.
• Understanding the structural properties of these intermediates is vital for optimizing drug efficacy and stability.

Purpose of the Study:

• To elucidate the crystal structure and molecular conformation of a significant intermediate used in anti-tumor platinum drug preparation.
• To analyze the hydrogen bonding interactions within the crystal lattice.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the three-dimensional structure of the compound C(9)H(10)N(2)O(4)S.
• Conformational analysis of the dioxolane ring and identification of hydrogen bonding networks were performed.

Main Results:

• The dioxolane ring exhibits an envelope conformation, with a specific carbon atom at the flap position bonded to a thienyl ring.
• Intra-molecular hydrogen bonds (N-H⋯O and C-H⋯O) form two five-membered rings, also adopting envelope conformations.
• Inter-molecular hydrogen bonds create an extensive three-dimensional network structure in the crystal.

Conclusions:

• The determined crystal structure provides critical insights into the molecular architecture of this anti-tumor drug intermediate.
• The observed hydrogen bonding patterns likely influence the compound's stability and reactivity in subsequent synthetic steps.
• This structural information can guide the design and development of more effective platinum-based anti-cancer agents.