Synthesis and Crystal of Methyl 6,6-dihydropenicillanate S,S-dioxide

Abstract

6,6-dihydropenicillanate S,S-dioxide 5 was prepared and determined by X-ray crystallography. Single-crystal X-ray diffraction analysis reveals that the molecular structure of compound 5b is enantiomerically pure. The crystal belongs to orthorhombic, space group P2₁2₁2₁, with unit cell parameters a = 6.5366 Å, b = 10.7649(9) Å, c = 15.5879(13) Å, V = 1096.86(16) ų, D_x = 1.491 g cm⁻³, Z = 4, T = 296(2)K, F(000) = 520, R ₁ = 0.0401, and wR ₂ = 0.1200. Absolute structure parameter is 0.02(10).

Keywords:

• crystal
• methyl 6,6-dihydropenicillanate S,S-dioxide
• 6-APA
• synthesis

Acknowledgments

This work was financially supported by Hebei Province science and technology support plan project (11207184 D).