X-ray and IR studies of N-(tert-butoxycarbonyl)-l-alanine. Comparison with N-(tert-butoxycarbonyl)glycine

Add time:08/19/2019    Source:sciencedirect.com

The X-ray structure of the amino acid N-(tert-butoxycarbonyl)-l-alanine (B-l-ALA) has been determined and its IR spectrum interpreted. The molecules are held together by intermolecular OH···O hydrogen bonds between the carboxyl groups which are in a cyclic arrangement. Weaker hydrogen bonds are formed between the NH and carbonyl urethane groups. The IR spectrum of B-l-ALA differs markedly from that of N-(tert-butoxycarbonyl)glycine. The results are discussed as a function of the hydrogen bonding pattern of the two molecules and the higher asymmetry of the crystal packing in the glycine derivative.

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