专利号:US-5789599-A 优先权日:1994-05-06 标题:Aziridine compounds, methods of preparation and reactions thereof 发明人:DAVIS FRANKLIN A; ZHOU PING; REDDY GADDAMPALLY VENKAT 权利人:UNIV DREXEL 摘要:Novel N-sulfinyl-2-carboxyaziridine compounds and novel N-hydrogen-2-hydroxymethylaziridine compounds are provided. The asymmetric synthesis of N-sulfinylaziridines is readily accomplished in high diastereomeric purity and good yield by the Darzens-type reaction of the metal enolate of an α-haloester and an enantiopure sulfinimine. Ring-opening of these aziridines affords α-amino acids and the otherwise difficult to prepare syn-β-hydroxy-α-amino acids, both key structural units found in many bioactive materials. The N-sulfinyl radical may be selectively removed from the novel aziridine compounds by treatment with acid or base. Alternatively, the N-sulfinyl radical may be oxidized to provide the corresponding N-sulfonyl-aziridine, or reduced to form the corresponding 1H-2-hydroxymethylaziridine, either of which may subsequently be ring-opened to provide precursors to bioactive compounds.
专利号:US-4710583-A 优先权日:1985-10-21 标 题:Dipeptides and process 发明人:CHMURNY ALAN B; GROSS AKIVA T; KUPPER ROBERT J; ROBERTS ROWENA L 权利人:GRACE W R & CO 摘要:Synthesis of phenylserine ester (a) via benzaldehyde and glycine ester using serine hydroxymethyltransferase; and (b) via methyl benzoylacetate. Synthesis of hydroxy-aspertame or derivative by enzymatic coupling of phenylserine or derivative with aspertic acid or derivative. Hydrogenation of the coupled product to give as final product aspertame or analog with related processes and products.
专利号:US-4810817-A 优先权日:1985-10-21 标题 :Aspartyl-beta substituted phenylalanine dipeptides 发明人:CHMURNY ALAN B; GROSS AKIVA T; KUPPER ROBERT J; ROBERTS ROWENA L 权利人:GRACE W R & CO 摘要:Synthesis of phenylserine ester (a) via benzaldehyde and glycine ester using serine hydroxymethyltransferase; and (b) via methyl benzoylacetate. Synthesis of hydroxy-aspartame or derivative by enzymatic coupling of phenylserine or derivative with aspartic acid or derivative. Hydrogenation of the coupled product to give as final product aspartame or analog with related processes and products.
专利号:US-4873359-A 优先权日:1985-10-21 标题:Process for preparing as partyl-phenylalanine dipeptides 发明人:CHMURNY ALAN B; GROSS AKIVA T; KUPPER ROBERT J; ROBERTS ROWENA L 权利人:GRACE W R & CO 摘要:Synthesis of phenylserine ester (a) via benzaldehyde and glycine ester using serine hydroxymethyltransferase; and (b) via methyl benzoylacetate. Synthesis of hydroxy-aspartame or derivative by enzymatic coupling of phenylserine or derivative with aspartic acid or derivative. Hydrogenation of the coupled product to give as final product aspartame or analog with related processes and products.
专利号:US-5892038-A 优先权日:1997-12-08 标 题 :Hydroxy-amino acid amides 发明人:DOLLE III ROLAND ELLWOOD; PATEL HITESH K 权利人:PHARMACOPEIA INC 摘要:Compounds of Formula I I are disclosed as inhibitors of plasmepsin and cathepsin D. The compounds are therefore useful to treat diseases such as malaria. In preferred compounds of formula I, Y is the residue of an N-acylated amino acid, a substituted 4-aminoproline or a substituted piperazinealkanoic acid. Intermediates in the solid phase synthesis of compounds of formula I, in which the compounds are attached to a solid support, are also disclosed.
专利号:US-5872262-A 优先权日:1996-11-05 标 题:Hydroxy-amino acid amides 发明人:DOLLE ROLAND ELLWOOD III; JOHNSON THEODORE O JR; TAO SHIWEI 权利人:PHARMACOPEIA INC 摘要:Compounds of Formula I I are disclosed as inhibitors of plasmepsin and cathepsin D. The compounds are therefore useful to treat diseases such as malaria. In preferred compounds of formula I, Y is the residue of an N-acylated amino acid, a substituted 4-aminoproline or a substituted piperazinealkanoic acid. Intermediates in the solid phase synthesis of compounds of formula I, in which the compounds are attached to a solid support, are also disclosed.
摘要:Parmeggiani, F.; Galman, J. L.; Montgomery, S. L.; Turner, N. J., Science of Synthesis, (2019) , 408. 参考文献:10.1007/bf01388170 摘要:Calmes M, Daunis J. How to build optically active alpha-amino acids. Amino Acids. 1999;16(3-4):215–50. doi: 10.1007/bf01388170. 参考文献:10.1021/bi049791y 摘要:Szebenyi DM, Musayev FN, di Salvo ML, Safo MK, Schirch V. Serine hydroxymethyltransferase: role of glu75 and evidence that serine is cleaved by a retroaldol mechanism. Biochemistry. 2004 Jun 08;43(22):6865–76. doi: 10.1021/bi049791y.