76863-45-1

Upstream product

• 2018-66-8 Z-Leu-OH 
• 148854-04-0 (C₈H₇O₂)(NHCHCOO)(CH₂C₃H₇)(CO₂C₂H₅) 
• 51021-87-5 N-benzyloxycarbonyl-L-leucine methyl ester 
• 4703-53-1 N-benzyloxycarbonyl-L-leucine hydrazide 

Downstream Products

• 114493-13-9 N-[N-(N-benzyloxycarbonyl-L-leucyl)-glycyl]-L-leucine methyl ester 
• 22221-80-3 N-(N-benzyloxycarbonyl-L-leucyl)-D-alanine methyl ester 
• 1803-59-4 N-benzyloxycarbonyl-L-leucyl-L-alanine methyl ester 
• 78569-25-2 Z-L-Leu-D-Ileu-OH 
• 42537-96-2 N-(N-benzyloxycarbonyl-L-leucyl)-L-isoleucine 
• 71730-80-8 Z-L-Leu-D-Leu-OMe 
• 3504-37-8 Cbz-L-Leu-L-Leu-OMe 
• 20806-85-3 N-[N-(N-benzyloxycarbonyl-L-leucyl)-glycyl]-glycine ethyl ester 
• 2867-06-3 Benzyloxycarbonylleucyl-glycine ethyl ester 
• 88491-35-4 (R)-N-benzyloxycarbonyl-N'-p-methoxybenzyloxycarbonyl-3-methylbutane-1,1-diamine 
• 102195-73-3 N,N'-bis(benzyloxycarbonyl)-3-methylbutane-1,1-diamine 
• 126898-50-8 N-carbobenzoxy-1-amino-1-(benzyloxy)-3-methylbutane 
• 126898-51-9 benzyl N-(N-carbobenzoxy-1-amino-3-methylbutyl)allophanate 
• 1026388-35-1 ((R)-1-Isocyanato-3-methyl-butyl)-carbamic acid benzyl ester 

Relevant academic research and scientific papers

3,3-dichloro-1,2-diphenylcyclopropene (CPICL)-mediated synthesis of n α-protected amino acid azides and α-ureidopeptides

Rapid synthesis of acid azides via in situ generation of acid chlorides using CPICl as chlorinating agent from the corresponding Nα- protected amino acids is described. Also the conversion of acid azides into ureidopeptides through the Curtius rearrangement under ultrasonication is delineated. The mildness of the protocol renders the acid-sensitive substrates to afford the corresponding amino acid azides and ureidopeptides in good yields. Diphenylcyclopropenone has also been recovered from the reaction mixture and reused. Georg Thieme Verlag Stuttgart New York.

Synthesis of Nα-protected amino acid-derived selenocarbamates employing isocyanates as key intermediates

A simple protocol for the synthesis of Nα-urethane-protected N-alkyl-Se-alkyl selenocarbamate derivatives of amino acids has been described. The reaction of Nα-urethane-protected amino alkyl isocyanates with selenating agent LiAlHSeH and subsequent coupli

Succinimidyl carbamate derivatives from N-protected α-amino acids and dipeptides-synthesis of ureidopeptides and oligourea/peptide hybrids

The preparation of succinimidyl (1-{[(alkyloxy)carbonyl]-amino}-1-X-methyl) carbamates (4) and succinimidyl [1-(acyl-amino)-1-X-methyl] carbamates (5) from a variety of N-Boc-, -Z- or -Fmoc-protected α-amino acids and dipeptides as well as the carbamate s

Synthesis, Biological Testing, and Stereochemical Assignment of an End Group Modified Retro-Inverso Bombesin C-Terminal Nonapeptide

The end group modified retro-inverso bombesin C-terminal nonapeptide 3 and its diastereomer 4 have been synthesized.The absolute configurations at the substituted malonamic acid residues in 3 and 4 were determined by chemical correlations with D- and L-2-aminobutyric acids of known absolute configuration.Thus, the absolute configuration at the substituted malonic acid residues in each diastereomer of 25a were determined by Raney nickel desulfurization followed by Hofmann degradation to give the dipeptide derivatives 30 and 31 having established absolute configurations.Hydrolysis of 25a then gave the diastereomeric acids 25b having defined stereochemistries.Coupling of the diastereomer of 25b having the R configuration at the substituted malonamic acid residue to the hexapeptide 27 then gave a stereochemically defined diastereomer of 19, which was converted to 20b.Deprotection of 20a and 20b gave 3 and 4, respectively.As shown by an assay that measures the increase in inositol phosphates in GH3 rat pituitary cells stimulated by bombesin-like peptides, the retro-inverso peptide 3, having an absolute configuration at the substituted malonic acid residue corresponding to that of the methionine residue in bombesin, was essentially inactive as an agonist, whereas peptide 4, having the opposite configuration at the substituted malonamic acid residue, had weak agonist activity when compared to that of bombesin.Neither 3 nor 4 had any bombesin antagonist activity.

Some Applications of the Curtius Rearrangement

Pairs of optically pure enantiomers of substituted 1,1-diamines have been prepared from the azides of L-amino-acids via the Curtius rearrangement.This synthesis is based on the interchange of two groups attached to the asymmetrically substituted tetrahedr

MACROHETEROCYCLES. XVII. SYNTHESIS AND ENANTIOSELECTIVE CHARACTERISTICS OF CHIRAL N,N'-DIACYLDIAZA-18-CROWN-ETHERS

N,N'-Diacyldiaza-18-crown-6 ethers were obtained by the acylation of diaza-18-crown-6 with amino acids.The enantioselectivity coefficients were determined for the chiral compound in relation to the L and D isomers of valine.The obtained compounds represent a promising class of enantioselective complexones.

Amino Acids and Peptides. VI. Curtius Rearrangement of Acyl Amino Acid and Peptide Azides and Reactivity of the Isocyanates

Studies on the rate of Curtius rearrangement of acyl amino acid and peptide azides were carried out by means of IR (infrared) spectrophotometry at 25 deg.It was found that Z-Gly-N3 and Z-Pro-N3 were more stable than the other acyl amino acid azides.The re