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Chapter 21: Q27E (page 726)
Name the following compounds:
a.
b.
Name of the following two compounds can be given as:
The name is given as
The name is given as
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Bacteria typically develop a resistance to penicillins and other 尾-lactam antibiotics (see Something Extra in this chapter) due to bacterial synthesis of 尾 -lactamase enzymes. Tazobactam, however, is able to inhibit the activity of the 尾 -lactamase by trapping it, thereby preventing a resistance from developing.
(a) The first step in trapping is the reaction of a hydroxyl group on the 尾 -lactamase to open the 尾 -lactam ring of tazobactam. Show the mechanism.
(b) The second step is opening the sulfur-containing ring in tazobactam to give an acyclic imine intermediate. Show the mechanism.
(c) Cyclization of the imine intermediate gives the trapped 尾-lactamase product. Show the mechanism.
How could you prepare the following ketones by reaction of an acid chloride with a lithium diorganocopper reagent?
Draw structures of the step-growth polymers you would expect to obtain from the following reactions:
21-46 Draw structures corresponding to the following names
Epoxy adhesives are prepared in two steps. SN2 reaction of the disodium salt of bisphenol A with epichlorohydrin forms a 鈥淧re-polymer,鈥� which is then 鈥淐ured鈥� by treatment with a triamine such as H2NCH2CH2NHCH2CH2NH2.
Draw structures to show how the addition of the triamine results in a strengthening of the polymer.
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