- A New Synthesis of l -Hydroxypipecolic Acid
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A new synthetic approach toward l -hydroxypipecolic acid is described. This reaction sequence involves eight steps overall, starting from commercially available and inexpensive l -glyceraldehyde acetal. The strategy makes use of readily available reagents and can be used as a preparative synthesis of l -hydroxypipecolic acid. Most of the reaction steps proceed with moderate-to-good yields and do not require any unusual or expensive reagents.
- Sun, Zhihua,Zhang, Zedong
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- Stereodivergent synthesis of 5-aminopipecolic acids and application in the preparation of a cyclic RGD peptidomimetic as a nanomolar αvβ3 integrin ligand
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A stereodivergent strategy was devised to obtain enantiopure cis and trans 5-aminopipecolic acids (5-APAs) in suitably protected forms to be employed in peptide synthesis as conformationally constrained α- and δ-amino acids. The cis isomer was used as a δ-amino acid to construct a cyclic RGD-containing peptidomimetic, the ability of which to compete with biotinylated vitronectin for binding with the isolated αVβ3 integrin was measured (IC50 = 4.2 ± 0.9 nM). A complete 1H NMR and computational conformational analysis was performed to elucidate the reasons for the high affinity of this cyclic peptidomimetic in comparison with cilengitide.
- Sernissi, Lorenzo,Ricci, Luciano,Scarpi, Dina,Bianchini, Francesca,Arosio, Daniela,Contini, Alessandro,Occhiato, Ernesto G.
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p. 3402 - 3414
(2018/05/23)
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- METHOD FOR PRODUCING 5-HYDROXYPIPERIDINE-2-CARBOXYLIC ACID
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A method for producing (2S,5S)/(2R,5R)-5-hydroxypiperidine-2-carboxylic acid represented by formula (10) below: the method including removing the protecting group from the hydroxyl group in a compound represented by formula (7) below: (wherein P represents a protecting group, R3 represents an alkyl group containing 1 to 4 carbon atoms, and A represents an alkyl group containing 1 to 10 carbon atoms, an aryl group containing 6 to 12 carbon atoms, an alkyloxy group containing 1 to 4 carbon atoms, or an aralkyloxy group containing 7 to 20 carbon atoms) to synthesize a compound represented by formula (8) below: (wherein R3 represents an alkyl group containing 1 to 4 carbon atoms, and A represents an alkyl group containing 1 to 10 carbon atoms, an aryl group containing 6 to 12 carbon atoms, an alkyloxy group containing 1 to 4 carbon atoms, or an aralkyloxy group containing 7 to 20 carbon atoms).
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Paragraph 0342
(2016/11/17)
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- Macrocyclic inhibitors of the PD-1/PD-L1 and CD80(B7-1)/PD-L1 protein/protein interactions
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The present disclosure provides novel macrocyclic peptides which inhibit the PD-1/PD-L1 and PD-L1/CD80 protein/protein interaction, and thus are useful for the amelioration of various diseases, including cancer and infectious diseases.
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Page/Page column 1085
(2016/05/09)
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- NOVEL -LACTAMASE INHIBITOR AND METHOD FOR PRODUCING SAME
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The currently available β-lactamase inhibitors are insufficient to inhibit the incessantly increasing β-lactamase, and novel β-lactamase inhibitors has been required today for the difficult treatment for bacterial infectious diseases caused by resistant bacteria which produce class C β-lactamase, extended-spectrum β-lactamase (ESBL) belonging to class A and D, or class A KPC-2 decomposing even carbapenem as a last resort for β-lactam antibiotic. A compound represented by the the formula (I), preparation process of the same, β-lactamase inhibitors and method for treating bacterial infectious diseases are provided.
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Paragraph 0646
(2015/04/15)
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- Synthesis of 2S,5S- and 2R,5S-5-hydroxypipecolic acid via amide-methylenation of S-5-hydroxy-2-piperidone with dimethyltitanocene
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A route to 2S,5S-hydroxypipecolic acid is presented, starting with the enantiopure 5S-5-hydroxy-piperidone 7. The key step of this reaction sequence is the chemoselective methylation of the amide carbonyl group of 8 with dimethyltitanocene 9 to 10. The tr
- Herdeis,Heller
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p. 2085 - 2094
(2007/10/02)
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