c) Study the following reaction scheme for the preparation of a natural glycoside (compound 7) and answer the questions
Posted: Wed Apr 27, 2022 7:04 am
c) Study the following reaction scheme for the preparation of a natural glycoside (compound 7) and answer the questions that follow: OH ОАс - HO но. excess Ac, o pyridine, 0°C Aco ACO OH -OAC OH OAC Compound 4 Compound 3 НВг OCH, ОАс Oac ? ACO Aco Асо Ado ОАс OAC Compound Compound 5 Br NaOH, H10 mm OCH, OH HO НО. OH Compound 7
i. Write a mechanism for the reaction of any one of the hydroxyl groups of compound 3 in the conversion to compound 4. [3 marks] Identify the unknown reagent(s) in the reaction scheme which converts compound 5 to compound 6. [2 marks] ti. 1. Propose a detailed reaction mechanism for the conversion of compound 5 to compound 6 and concisely explain the stereochemical outcome.
i. Write a mechanism for the reaction of any one of the hydroxyl groups of compound 3 in the conversion to compound 4. [3 marks] Identify the unknown reagent(s) in the reaction scheme which converts compound 5 to compound 6. [2 marks] ti. 1. Propose a detailed reaction mechanism for the conversion of compound 5 to compound 6 and concisely explain the stereochemical outcome.