Question

5. Robinson used his annulation reaction in the total synthesis of cholesterol that he published in 1951. (His interest in the synthesis dated back to 1932!) The synthesis was very important for the synthesis of other steroids. Describe in words what is changing from reactants to products in each step and provide the reagents necessary for each conversion. MeMe Me. SH HO Cholesterol (a steroid!) The number of stereoisomers of a molecule can be predicted (in most cases) by using the formula 2" where n is the number of stereocenters. How many stereoisomers are possible for cholesterol? Do you know how many stereoisomers your body produces? OG H -CH-CH Cholesterol (and other steriods) is a member of a family of biomolecules known as lipids. Molecules are classified as lipids based on their solubility properties. Consider the structure above; would you predict that lipids are water soluble or insoluble? OCCO eeeee Cholesterol is an integral part of cell membranes. Cell membranes are made of phosphlipids (structure shown to the right). In aqueous solution, phospholipids form lipid bilayers. Explain why. W Aphed

Answer 1

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