Velpatasvir Intermediate-I SS-Isomer is a stereoisomeric byproduct arising during the synthesis of the NS5A inhibitor Velpatasvir, characterized by a (2S,4S)-configured piperazine core linked to a substituted tetrahydrofuran moiety. The compound features a tertiary amine, two adjacent chiral centers, and a 2-hydroxy-4-methylthiazole side chain, conferring distinct diastereomeric properties compared to the parent drug. Its SS-configuration introduces steric hindrance critical during key coupling steps, leading to regioselective impurity formation. This intermediate serves as an HPLC reference standard for quantifying stereoisomeric impurities in Velpatasvir API batches.
On RequestCC(C)(C)OC(=O)N1C[C@H](C[C@H]1C(=O)O)COC
InChI=1S/C12H21NO5/c1-12(2,3)18-11(16)13-6-8(7-17-4)5-9(13)10(14)15/h8-9H,5-7H2,1-4H3,(H,14,15)/t8-,9-/m0/s1
OHPUCEUCBHBIAW-IUCAKERBSA-N