207915-32-0

Upstream product

• 100-39-0 benzyl bromide 
• 147-85-3 L-proline 
• 103289-78-7 (S)-2-((E)-3-Methoxycarbonyl-propenyl)-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 103289-74-3 (2'S,3E)-4-(1-t-butoxycarbonylpyrrolidin-2-yl)-1-trimethylsilylbut-3-enoic acid 
• 103289-73-2 (2'S,3E)-4-(1-t-butoxycarbonylpyrrolidin-2-yl)-1-trimethylsilylbut-3-en-1-yne 
• 59936-29-7 (S)-N-(tert-butoxycarbonyl)proline methyl ester 
• 2577-48-2 methyl (2S)-pyrrolidine carboxylate 
• 23356-96-9 (S)-1-Pyrrolidin-2-yl-methanol 
• 207915-31-9 (S)-2-((E)-3-Benzyl-4-triisopropylsilanyloxy-but-1-enyl)-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 207915-18-2 Methanesulfonic acid 2-benzyl-3-triisopropylsilanyloxy-propyl ester 
• 207915-19-3 (2-Iodomethyl-3-phenyl-propoxy)-triisopropyl-silane 
• 207915-17-1 2-Benzyl-3-triisopropylsilanyloxy-propan-1-ol 
• 115655-70-4 (S) tert-butyl 2-(1H-imidazole-1-carbonyl)pyrrolidine-1-carboxylate 
• 607-81-8 diethyl 2-benzylmalonate 

Downstream Products

• 145149-48-0 tert-butyl 1-hydroxy-3-phenylpropan-2-ylcarbamate 
• 69610-40-8 N-(tert-butoxycarbonyl)-L-prolinol 
• 103289-85-6 (2'S,3E)-1-benzyl-1-t-butoxycarbonylamino-3-(t-butoxycarbonylpyrrolidin-2-yl)prop-2-ene 
• 135545-22-1 Boc-Proψ(E,CH=CH)L-Phe-Arg(Tos)-OH 
• 135545-22-1 Boc-Proψ(E,CH=CH)D-Phe-Arg(Tos)-OH 
• 109203-57-8 (6R, 8aS)-6-benzylperhydroindolizin-5-on 
• 109281-01-8 (6S, 8aS)-6-benzylperhydroindolizin-5-on 
• 109203-58-9 (2RS; 2'S)-2-benzyl-4-(pyrrolidin-2-yl)butyric acid hydrochloride 
• 207915-33-1 (S)-2-((E)-3-Benzyloxycarbonyl-4-phenyl-but-1-enyl)-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 103289-97-0 (S)-2-((E)-3-Isocyanato-4-phenyl-but-1-enyl)-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 109227-48-7 (2RS; 2'S)-2-benzyl-4-(1-t-butoxycarbonylpyrrolidin-2-yl)butyric acid 
• 135545-20-9 (S)-2-[(E)-3-(2,5-Dioxo-pyrrolidin-1-yloxycarbonyl)-4-phenyl-but-1-enyl]-pyrrolidine-1-carboxylic acid tert-butyl ester 

Relevant academic research and scientific papers

Novel peptide isosteres that were designed to inhibit the binding of the HIV surface glycoprotein (gp120) to the T cell surface glycoprotein CD4

The cis- and trans-isomers of (2S)-2-[3′(RS)-3′-benzyl-3′-benzyloxycarbonylprop-1′- enyl]-N-methoxycarbonylcarbonylpyrrolidines have been prepared from a Wittig reaction between (S)-N-Boc-prolinal and the phosphorus ylide from (2RS)-3-iodo-2-benzyl-1-triisopropylsilyloxypropane. In addition, (2S)-N-methoxycarbonylcarbonyl-2-[(3′RS)-1-oxo-3′-benzyl-3′- benzyloxycarbonylpropyl]pyrrolidine was prepared from the cis-alkene produced in the Wittig reaction. These were intended as peptide isosteres of the known inhibitors of HIV-lymphocyte binding N-methoxycarbonylcarbonylprolylphenylalanyl benzyl esters, but did not possess such activity.

SYNTHESIS AND BIOLOGICAL ACTIVITIES OF BRADYKININ ANALOGUES WITH Ψ(E,CH=CH) AND Ψ(CH2-NH) ISOSTERIC PEPTIDE BOND REPLACEMENTS

The synthesis of bradykinin analogues is described in which the Gly4-Phe5, Phe5-Ser6 or the Pro7-Phe8 peptide bond has been replaced by a trans carbon-carbon double bond or by a "reduced" peptide bond.Some of the analogues display high potency and prolonged activity in the rat blood pressure test, indicating increased metabolic stability.A clear selectivity is obtained towards the myotropic effect in the guinea pig ileum.

On the Double Bond Isostere of the Peptide Bond: Preparation of Modified Di- and Tri-peptides incorporating Proline and Alanine Analogues

The preparation of some analogues of representative peptides that incorporate double bond isosteres of the sequences, Pro-Gly, Pro-Leu, Pro-Phe, Ala-Gly, and Ala-Ala, are described.The method of synthesis involves selective hydroboronation and oxidation of conjugated enynes, to generate βγ-unsaturated acids, followed by selective α-alkylation in order to introduce a second substituent into the 'peptide' backbone.