Sometimes chemists need the unnatural d enantiomer of an amino acid, often as part of a
Chapter 24, Problem 24-46(choose chapter or problem)
Sometimes chemists need the unnatural d enantiomer of an amino acid, often as part of a drug or an insecticide. Most l-amino acids are isolated from proteins, but the d-amino acids are rarely found in natural proteins. d-amino acids can be synthesized from the corresponding l-amino acids. The following synthetic scheme is one of the possible methods. COOH H2N H R COOH H NH2 R intermediate 1 NaNO2 HCl Pd intermediate 2 NaN3 H2 L configuration D configuration 5 4 3 2 1 0 (ppm) 10 9 8 7 6 (a) Draw the structures of intermediates 1 and 2 in this scheme. (b) How do we know that the product is entirely the unnatural d configuration?
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