Velpatasvir R Isomer is a stereoisomeric impurity of the antiviral agent velpatasvir, characterized by an inverted configuration at the chiral center adjacent to the pyrazine core. The molecule incorporates a substituted piperazine ring linked via an amidine bridge, with a methoxyphenyl ether substituent and a pyridine moiety. Its structural divergence from the parent drug arises from the R-configuration at the key stereocenter, which disrupts the optimal pharmacophore alignment. This impurity is synthesized via enantioselective catalytic hydrogenation of a prochiral intermediate. It serves as a critical HPLC reference standard for enantiomeric purity analysis in velpatasvir API batches.
On RequestC[C@H]1CC[C@H](N1C(=O)[C@H](C(C)C)NC(=O)OC)C2=NC3=C(N2)C=CC4=CC5=C(C=C43)OCC6=C5C=CC(=C6)C7=CN=C(N7)[C@@H]8C[C@@H](CN8C(=O)OC(C)(C)C)COC
InChI=1S/C44H53N7O7/c1-23(2)37(49-42(53)56-8)41(52)51-24(3)9-14-34(51)40-46-32-13-11-26-17-31-29-12-10-27(16-28(29)22-57-36(31)18-30(26)38(32)48-40)33-19-45-39(47-33)35-15-25(21-55-7)20-50(35)43(54)58-44(4,5)6/h10-13,16-19,23-25,34-35,37H,9,14-15,20-22H2,1-8H3,(H,45,47)(H,46,48)(H,49,53)/t24-,25-,34-,35-,37-/m0/s1
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