Rosuvastatin 3S,5R-Isomer is a stereoisomeric impurity arising from the pyrimidine-fused sulfone core of the parent drug, characterized by opposite configurations at the C-3 and C-5 chiral centers. Its structure incorporates a fluorinated benzene ring, a sulfone linkage, and a hydrazide moiety, with altered spatial orientation affecting intermolecular interactions. This isomer is generated during asymmetric synthesis or racemization pathways, differing from the pharmacologically active 3R,5S-enantiomer. It serves as a critical HPLC reference standard for quantifying enantiomeric purity in Rosuvastatin formulations.
On Request147118-40-9
CC(C)C1=NC(=NC(=C1/C=C/[C@H](C[C@H](CC(=O)OC)O)O)C2=CC=C(C=C2)F)N(C)S(=O)(=O)C
InChI=1S/C23H30FN3O6S/c1-14(2)21-19(11-10-17(28)12-18(29)13-20(30)33-4)22(15-6-8-16(24)9-7-15)26-23(25-21)27(3)34(5,31)32/h6-11,14,17-18,28-29H,12-13H2,1-5H3/b11-10+/t17-,18-/m1/s1
SUTPUCLJAVPJRS-NDZBKKTDSA-N