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Unformatted text preview: for the reaction. N O O O CO 2 Et O Cl 1. H 3 O + , ! 2. HO , H 2 O N H HO O O Hydroxyproline 8. Suggest a mechanism for each of the steps involved in the reaction of D-glucose with aniline. O HO HO OH OH OH O HO HO OH NHPh OH O OH HO HO NHPh HO PhNH 2 H 2 O H + 9. When D-sorbose is treated with NH 3 D-amino glucose is obtained. Similarly, when the latter is treated with base ammonia is evolved with formation of D-sorbose. Suggest a mechanism. O OH OH HO OH HO NH 3 O HO HO NH 2 OH OH H 2 O + O HO HO NH 2 OH OH HO , H 2 O O OH HO HO OH HO + NH 3 10. Conversion of 1,6-bisphosphate of D-sorbose (from D-glucose) into dihydroxyacetone diphosphate and glyceraldehyde 3-phosphate is one of the steps involved in the metabolism of carbohydrates. Propose a mechanism for this step. CH 2 OPO 3 O CH 2 OPO 3 O CH 2 OH + CHO OH CH 2 OPO 3 CH 2 OPO 3 HO OH OH...
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- Spring '09