333 - Practice Problem 3-33 Answer Following are structural...

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Practice Problem 3-33 Answer Following are structural formulas for amphetamine and methamphetamine. The major central nervous system effects of amphetamine and amphetamine-like drugs are locomotor stimulation, euphoria and excitement, stereotyped behavior, and anorexia. Show how each drug can be synthesized by reductive amination of an appropriate aldehyde or ketone and amine. Practice Problem 3-34 Answer Following is the final step in the synthesis of the antiviral drug Rimantidine. (a) Describe experimental conditions to bring about this conversion. (b) Is Rimantidine chiral? How many stereoisomers are possible for it? Since 1 chiral center is present, Rimantidine is chiral, and has 2 stereoisomers (enantiomers) possible. Practice Problem 3-35 Answer Show how each alkene can be synthesized by a Wittig reaction (there are two routes to each). (a) (b) NaBH 4 in CH 3 OH NH O NH 3 pH 4-5 NaBH 4 in CH 3 OH N CH 3 O CH 3 NH 2 pH 4-5 1) NH 3 , pH = 4-5 2) NaBH 4 in CH 3 OH * 1 chiral center Ph 3 P O PPh 3 O H PPh 3 O H 2 C PPh 3 O CH 2
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Practice Problem 3-36 Answer Draw structural formulas for (1) the alkyltriphenylphosphonium salt formed by treatment of each haloalkane with triphenylphosphine, (2) the phosphonium ylide formed by treatment of each phosphonium salt with butyllithium, and (3) the alkene formed by treatment of each phosphonium ylide with acetone. PPh
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This note was uploaded on 10/25/2010 for the course CH 310n taught by Professor Iverson during the Summer '08 term at University of Texas at Austin.

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333 - Practice Problem 3-33 Answer Following are structural...

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