The Synthesis of Serine

The Isolation and Synthesis of the Naturally Occurring a-Amino Acids.

“…The synthesis of methionine from /3-methylthiolpropionaldehyde diethylacetal by Barger and Coyne (19) established the constitution of this amino acid. Dunn and Redemann (97,256) synthesized this amino acid from the readily available ethylene glycol monoethyl ether (Cellosolve). This synthesis is useful for the preparation of the four aromatic amino acidsphenylalanine, tyrosine, tryptophan, and thyroxine, especially the first two.…”

A CONVENIENT SYNTHESIS OF dl-SERINE

“…The increased use of synthetic amino acids in biochemical, physiological and pharmacological investigations has stimulated the study of improved methods for their syntheses. While the synthesis of dZ-serine has been considerably improved by several investigators (1,2,3,4) within the last decade, each of these methods has certain undesirable features. The method of Dunn and co-workers (1) is inconvenient because of the low yield of ethoxyacetaldehyde obtained and of the necessity of using liquid hydrogen cyanide.…”

“…While the synthesis of dZ-serine has been considerably improved by several investigators (1,2,3,4) within the last decade, each of these methods has certain undesirable features. The method of Dunn and co-workers (1) is inconvenient because of the low yield of ethoxyacetaldehyde obtained and of the necessity of using liquid hydrogen cyanide. The procedures of Schütz and Carter (2), and Carter and West (3) require large quantities of mercury salts, which make the process expensive regardless of whether the mercury is recovered or discarded.…”

On the Assignment of Vibrational Frequencies to Particular Bonds with Reference to Methylacetylene and Ethane

“…The frequencies are given in the first column and except for two cases where experimental values were not available (liquid antisymmetrical frequencies of ethane) the observed frequencies were used.2,3 The frequency 2896.6 cm.-1 for methylacetylene is the mean of two frequencies arising because of resonance and accidental degeneracy. 4 For ethane, (s) and (a) refer, respectively, to symmetric and antisymmetric vibrations.…”