1559T_ch24_423-43810/20/054:54 AM Page437 ⊕ EQA Solutions to Problems.437 57.(a)CH,OH.H' (b)CH:O- OH HO- HO OH H- CH2OH COOH CHO CH-OH H- o H- -OH H -OH HO- -H HO- H- 一OH H OH H- -OH H 一OH -OH H- 00H COOH CHO H- OH HO- HO 一H HO. -OH Rotate 10 H- OH H OH HO- -H CHO 58.First.p-glucuronic acid y-lactone is HO HO- -H H HO -H CHO Lgulonic acid y-lactone has already been illustrated [answer to(f)of Problem 57]. 57. (a) CH3OH, H (b) (c) (d) (e) (f) (g) As you can see, the gulose Fischer synthesized was the L-enantiomer (hydroxy group on C5 is on the left). 58. First, D-glucuronic acid -lactone is L-gulonic acid -lactone has already been illustrated [answer to (f) of Problem 57]. O C O CHO HO H HO H HO H H Rotate 180 CH2OH HO H HO H HO H H OH CHO CHO OH HO H H OH H OH H CH2OH O C O OH H H OH H OH H CH2OH COOH OH HO H H OH H OH H CHO CH2OH COOH OH HO H H OH H OH H O CH3O COOH OH HO H H H H OH H O CH3O CH2OH OH HO H H H H OH H Solutions to Problems • 437 1559T_ch24_423-438 10/20/05 4:54 AM Page 437