Identify the following pairs of structures as enantiomers, diastereomers, or identical molecules. Name the chiral centers as R or S. Et Et Br- HO. Но- Br HO HO -Br -Br Et Et OH NH2 HO H. H- CI "Me Me. -OH -NH2 ci Pr Pr H- Ph Ph “NH2 Ph. Н. -NH2 -Ph Pr Pr BrH2C НО Me. но HO, „Me HO Me Me “CH2Br ČHĄBr ČH;Br OH OH Me Me H- H. -CH2CI H- OH СООН ČH2CI

Determine which one of the labeled atoms is a chiral center. If there is no chiral center, answer "none". CH3 d Но a b C. CH2 H3C H How many stereoisomers do you expect ?

OCH3 HN- N. N. СООН Moxifloxacin Indicate the orientation around each of the labeled chirality centers in moxifloxacin. If there are only two chirality centers in the molecule choose none for the Center c.

Identify the configuration of the chiral centre in this ring: (R) or (S). TI S There is no chiral centre. R

- Assign R or S configuration to each chiral centre H. CH2 HO \CH(CH3)2 H. CH2OH H3C 'NH2 H. H CH3 CH3 H. CH3 НО С. `CH2CH3 CH3 H

5. Nirmatrelvir, known comm COVID-19. a. Circle the chiral centers present b. Indicate the maximum number of stereoisomers possible. NH HN N H mmercially as Paxlovid®, is the current antiviral treatment for

OH OH Br Br OH JOH OH OH OH ado Br Br OH all letters that apply all letters that apply all letters that apply A enantiomers B diasteromers C different conformations of the same molecule D identical comformations of the same molecule E constitutional isomers F stereoisomers G different molecules H both are chiral I neither is chiral

2. Assign R, S configurations to each indicated chirality center in the molecules below. OH COOH HO H CH₂NH2 CH H₂N H HO HO-C H CH ye yde OH H H HC CH2 H HO CO₂H 3. Consider the structure below to answer the following questions: H3C H ΝΗ H OH a. Assign R or S configuration to each chirality center in the structure above. b. Based on the number of chirality centers, how many stereoisomers are possible for the structure above? C. Will this structure have a meso stereoisomer? Explain your answer.

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Which of these two contains a stereocenter? Draw the structure on your answer sheet and mark the stereocenter with an asterisk.