Pitavastatin Z-isomer is a stereoisomeric impurity arising from the cis-configuration of a double bond within the parent drug's side chain. It retains the core pyridine and indole moieties of pitavastatin but exhibits altered spatial orientation at the carbon-carbon double bond, impacting hydrogen bonding and hydrophobic interactions. This calcium-complexed derivative contains ester, amide, and fluorinated aromatic substituents, contributing to its distinct chromatographic behavior. It serves as a critical HPLC reference standard for quantifying stereoisomeric purity in pitavastatin active pharmaceutical ingredient (API) synthesis.
On RequestC1C(C1)C2=NC3=CC=CC=C3C(=C2/C=C\[C@@H](O)C[C@@H](O)CC(=O)[O-])C4=CC=C(C=C4)F.C1C(C1)C2=NC3=CC=CC=C3C(=C2/C=C\[C@@H](O)C[C@@H](O)CC(=O)[O-])C4=CC=C(C=C4)F.[Ca+2]
InChI=1S/2C25H24FNO4.Ca/c2*26-17-9-7-15(8-10-17)24-20-3-1-2-4-22(20)27-25(16-5-6-16)21(24)12-11-18(28)13-19(29)14-23(30)31;/h2*1-4,7-12,16,18-19,28-29H,5-6,13-14H2,(H,30,31);/q;;+2/p-2/b2*12-11-;/t2*18-,19-;/m11./s1
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