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Unformatted text preview: product MANY answers were accepted, as long as it had a chance of working based on what we have learned One possible answer for 26-bromination of the alcohol with PBr3-displacement of the -Br with -CN using NaCN-selective reduction of -CN to –CH2NH2 using LiAlH4-reductive amination to methylate this amine using HCHO followed by NaBH3CN-amide bond formation with the secondary amine with CH3COCl (or the anhydride)-reduction of –NO2 to –NH2 with H2, Pt-formation of the diazonium salt (from -NH2 to –N2+) using HONO-substitution of –N2+ with CH3COO- to give the product...
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- Spring '06
- molecular biology, #, Carboxylic acid, Answers Final Exam, NaCN -selective reduction