88084-14-4

Upstream product

• 3182-95-4 L-Phenylalaninol 
• 1148-11-4 N-Benzyloxycarbonyl-L-proline 

Downstream Products

• 529486-21-3 (2S,1'S)-pyrrolidine-2-carboxylic acid (1-benzyl-2-hydroxyethyl)amide 
• 88105-67-3 N-carbobenzoxy-L-prolyl-L-2-amino-1-phenylpropanal 
• 88084-27-9 N^α-(N-L-prolyl-DL-2-amino-2-methyl-3-phenylpropyl)-L-arginine 
• 88105-52-6 N^α-(N-L-prolyl-L-2-amino-1-phenylpropyl)-L-arginine 
• 88105-68-4 N^α--N^ω-nitro-L-arginine methyl ester 
• 88105-69-5 N^α--N^ω-nitro-L-arginine 

Relevant academic research and scientific papers

Tri- and tetrapeptide analogues of kinins as potential renal vasodilators

Tri- and tetrapeptide analogues were synthesized and evaluated as renal vasodilators. These peptides were prepared by standard coupling reactions which also provided good yields with hindered α-methyl amino acid derivatives. Preliminary evidence of renal vasodilator activity was determined in anesthetized dogs by measuring the effects on renal blood flow and calculating the accompanying changes in renal vascular resistance. The most potent compounds contained, in their structure, the L-prolyl-DL-α-methylphenylalanyl-L-arginine and L-prolyl-DL-α-methyl-phenyalanylglycyl-L-proline arrays. Substitution on the N-terminal proline with 4-phenylbutyryl and 4-(4-hydroxyphenyl)butyryl side chains produced enhanced renal vasodilator activity and, in certain cases, selectivity for the renal vasculature.

Synthesis and characterization of new chiral azolinium salts, precursors to N-heterocyclic carbenes, derived from l-proline

A short and flexible procedure for the preparation of seven chiral azolinium and five functionalized chiral azolinium salts, precursors to N-heterocyclic carbenes, derived from l-proline has been developed. Moderate to good overall yields were obtained. Some NHC dimers and thiones were isolated. X-ray crystal structure determinations of two [Rh-NHC] complexes were also reported.

Attempts toward the synthesis of the peptaibol antiamoebin by using the 'azirine/oxazolone method'

The two segments, 1-9 and 10-16, of the peptaibol antibiotic antiamoebin I, i.e., the nonapeptide Ac-Phe-Aib-Aib-Aib-D,L-Iva-Gly-Leu-Aib-Aib-OH (15) and the heptapeptide Z-Hyp-Gln-D,L-Iva-Hyp-Aib-Pro-Pheol (34), have been prepared as mixtures of the epimers containing D,L-Iva. All α,α-disubstituted α-amino acids were introduced by the 'azirine/oxazolone method', in which amino or peptide acids are coupled with the corresponding 2H-azirin-3-amines, followed by selective hydrolysis of the terminal amide bond. The amino acids Hyp and Gln were introduced as Z-protected4) (2S,4R)-4-(tert-butoxy) proline (19) and methyl N-[bis(4-methoxyphenyl)methyl]glutamine (26). Coupling of peptide segments was achieved via the 'mixed anhydride' method, the DCC/HOBt or TBTU/HOBt strategy. The crystal structure of the segment 6-9 was determined by X-ray crystallography and displayed the presence of a β-turn conformation. Copyright

Novel small organic molecules for a highly enantioselective direct aldol reaction

Novel organic molecules containing an l-proline amide moiety and a terminal hydroxyl for catalyzing direct asymmetric aldol reactions of aldehydes in neat acetone are designed and prepared. Catalyst 3d, prepared from l-proline and (1S,2S)-diphenyl-2-amino