Question

1. a. The large structure shown below has recently been studied by the pharmaceutical company Merck. Using the numbering system shown for this structure, write (R) or (S) over the numbered line for each stereogenic center. b. (-)-Menthol is shown as the most stable chair conformation. Write the (R) or (S) stereochemistry above the atom numbers. c. Isoleucine is one of the twenty common amino acids. All of the stereogenic centers are (S). Draw the hydrogens to show those stereocenters. d. 4-Hydroxy proline is a modified amino acid and a major constituent of collagen. Add hydrogens to show the stereochemistry indicated by its name label. The carboxylic acid carbon is C-1. e. Four difluorobutanes are shown. Circle the meso structures. f. D-Ribose, the "R" of RNA, is drawn as a Fischer Projection. Identify the stereochemistry of the atom pointed to by the arrow as (R) or (S). Draw a diastereomer of D-ribose on the framework provided. Draw ribose in "sawhorse" form (like the difluorides). /42 T- 9 1 2 TO TT 3 12 4 13 5 T 6 15 7 16 8 17 OH (-)-menthol OH NH2 isoleucine HO OH ΕΝΗ (2S, 4R)-hydroxyproline HO но H -OH H-OH H OH LOH F ribose diastereomer of ribose ribose

Answer 1

TL ENIL 12 2 (4 2.5 1L F mero mero 22135) 2 Kiss) Diasteveomr 11 ribose