Corey, Elias J.; McCaully, Ronald J.; Sachdev, Harbans S. published the article 《Asymmetric synthesis of α-amino acids. I. A new approach》. Keywords: amino acid via keto acid; keto acid amino acid via.They researched the compound: Ethyl indoline-2-carboxylate( cas:50501-07-0 ).Related Products of 50501-07-0. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:50501-07-0) here.
Asymmetric synthesis of α-amino acids from α-keto acids using chiral reagents which are regenerated by the synthesis is described. The chiral reagents used were N-amino-2-hydroxymethylindolines (I). The synthesis, resolution, and assignment of absolute configuration for these reagents is described. The application of (I) to the asymmetric synthesis of α-amino acids depends on their combination with α-keto acids to form chiral hydrazono lactones. Reduction of the C:N unit in these lactones affords the corresponding hydrazino lactones which are transformed to α-amino acids by hydrogenolysis of the N-N linkage and ester hydrolysis. By this process D-alanine and D-butyrine were synthesized from pyruvic acid and α-oxobutyric acid in optical purities of 80 and 90%, resp. A solid basis exists for the design of chiral indoline reagents of still greater efficiency in the asymmetric synthesis of α-amino acids.
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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics