Atorvastatin core: spot the stereochemistry flaw

Single question

Late-stage step appending the chiral 1,3-diol heptanoate side chain to the atorvastatin pyrrole core. The connectivity is right. Read the stereochemistry on the diol.

Statin syn-1,3-diol stereochemistry

(R,R) vs (S,S) for HMG-CoA reductase binding

Drawing and verifying stereocenters in late-stage intermediates

Find the flaw

Click the step that contains the flaw, or pick “No flaw” if you think every step is correct.

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