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ISOMERISM- part 3 STEREOISOMER & STEREOCHEMISTRY

ISOMERISM- part 3 STEREOISOMER & STEREOCHEMISTRY. Prepared by KH.SADIQUE FAISAL ASST.LECTURER DEPARTMENT OF PHARMACY, NUB. MOLECULES WITH MORE THAN ONE STEREOCENTER. DIASTEREOMERS. MOLECULES WITH MORE THAN ONE STEREOCENTER. MOLECULES WITH MORE THAN ONE STEREOCENTER.

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ISOMERISM- part 3 STEREOISOMER & STEREOCHEMISTRY

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  1. ISOMERISM- part 3STEREOISOMER & STEREOCHEMISTRY Prepared by KH.SADIQUE FAISAL ASST.LECTURER DEPARTMENT OF PHARMACY, NUB

  2. MOLECULES WITH MORE THAN ONE STEREOCENTER • DIASTEREOMERS

  3. MOLECULES WITH MORE THAN ONE STEREOCENTER

  4. MOLECULES WITH MORE THAN ONE STEREOCENTER • Diastereoisomers are stereoisomers that are not mirror images of each other. • Chiral diastereoisomers have opposite configurations at some (one or more) chirality centers, but have same configuration at others. • By contrast, enantiomers have opposite configuration at all chiral centers. • Now, assign R & S configuration of chirality centers of chloramphenicol (antibiotic)

  5. MOLECULES WITH MORE THAN ONE STEREOCENTER • MESO COMPOUNDS • Compounds that are achiral, yet they contain chiral center, are called Meso compound. • Meso compound (diastereoisomers) are identical compound. • As example, Tartaric acid exists in three stereoisomeric forms 2 enantiomers and 1 diastereomeric form.

  6. MOLECULES WITH MORE THAN ONE STEREOCENTER

  7. NAMING COMPOUNDS WITH MORE THAN ONE STEREOCENTER FISCHER PROJECTION FORMULAS • FISCHER PROJECTION (Emil Fischer, 1891)

  8. FISCHER PROJECTION FORMULAS • ALLOWED MOTIONS FOR FISCHER PROJECTION:

  9. FISCHER PROJECTION FORMULAS

  10. FISCHER PROJECTION FORMULAS

  11. ASSIGNING R,S CONFIGURATIONS TO FISCHER PROJECTIONS:

  12. ASSIGNING R,S CONFIGURATIONS TO FISCHER PROJECTIONS:

  13. ASSIGNING R,S CONFIGURATIONS TO FISCHER PROJECTIONS: • Now, explain the name of the following compound according to the naming convention of Fisher Projection.

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