Question

Omeprazole, sold under the brand name Nexium, is a proton pump inhibitor (PPI) medication. It works by decreasing the amount of acid that is produced by the stomach. The chiral center is the sulfoxide group. (20 pts) a) Assign the absolute configuration (R/S) for this chiral center (note: lone has lowest priority). b) A sample of omeprazole has a specific rotation of +10.65°, a pure enantiomer (S)- omeprazole has specific of +28°. Calculate the enantiomeric excess of this sample. Which enantiomer in excess R or S? Calculate the percentage of (S) enantiomer and (R) enantiomer in the sample.

          Omeprazole, sold under the brand name Nexium, is a proton pump inhibitor (PPI)
medication. It works by decreasing the amount of acid that is produced by the stomach. The
chiral center is the sulfoxide group. (20 pts)
a) Assign the absolute configuration (R/S) for this chiral center (note: lone has lowest priority).
b) A sample of omeprazole has a specific rotation of +10.65°, a pure enantiomer (S)-
omeprazole has specific of +28°. Calculate the enantiomeric excess of this sample. Which
enantiomer in excess R or S? Calculate the percentage of (S) enantiomer and (R) enantiomer
in the sample.

Added by Kyle C.

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