79965-49-4

Upstream product

• 57744-47-5 N-acetylaminocinnamoyl-(L)-valine 
• 65941-26-6 N-acetyl-α,β-dehydrophenylalanyl-(S)-valine 
• 881-90-3 4-benzylidene-2-methyl-2-oxazolin-5-one 
• 100-52-7 benzaldehyde 
• 118100-35-9 Ac-ΔPhe-(R)-Val-OH 

Relevant academic research and scientific papers

Deprotonation of the peptide NH groups and diastereoselective hydrogenation of N-acetyl-α,β-dehydrodipeptides

The peptide protons in N-acetyl-α,β-dehydrodipeptides (DHDP) dissociate in aqueous methanol in the presence of magnesium salts upon the addition of alkali, which favors the diastereoselectivities of their hydrogenation over Pd/C. By contrast, the N-H bond

Complexes of Ca2+ and Mg2+ with N-acetyl-α,β-dehydrodipeptides: The state in an alcoholic solution and its relationship with asymmetric induction upon diastereoselective hydrogenation

In an alcoholic solution, N-acetyl-α,β-dehydrodipeptides interact with Ca2+ and Mg2+ ions to form complex particles containing several dehydrodipeptide molecules per metal ion. The composition of these particles and steric interactions in them determine the acidity of the carboxyl groups and the degree of asymmetric induction upon diastereoselective hydrogenation.

The effect of anions in the coordination sphere of Mg complexes of N-acetyldehydrophenylalanyl-(S)-valine on the diastereoselectivity of hydrogenation

Diastereoselective hydrogenation in ethanol over Pd/C of N-acetyldehydrophenylalanyl-(S)-valine (1) as complexes with Mg salts of strong acids gives predominantly N-acetyl-(S)-phenylalanyl-(S)-valire (de up to 60%). In the case of complexes of 1 with Mg s

Asymmetric hydrogenation of N-acetylhydrodipeptide complexes with Mg(II) and C(II) ions

N-Ac-Δ-Phe-AA form labile complexes with Mg(II) ions.Potentiometric titration data show that the carboxyl group of the dehydropeptide in them scarcely participates in complexation, unlike the complexes with Ca(II) ions.The hydrogenation of these complexes

Efficient 1,4-Asymetric Induction Utilizing Electrostatic Interaction between Ligand and Substrate in the Asymmetric Hydrogenation of Didehydrodipeptides

Electrostatic interaction between the amino group of the achiral 3-dimethylaminopropylidenebismethylenebis(diphenylphosphine) (1) and the carboxy group of the substrate enable an effective 1,4-asymmetric induction in the RhI-catalysed hydrogenation of didehydrodipeptides, to give (S,S)-or (R,R)-products selectively.The selectivity reached up to 94percent diastereoisomeric excess with acetyl didehydrodipeptides and 92percent with benzyloxycarbonyl substrates.

SYNTHESIS OF CHIRAL OLIGOPEPTIDES BY MEANS OF CATALYTIC ASYMMETRIC HYDROGENATION OF DEHYDROPEPTIDES

Asymmetric hydrogenation of Ac-ΔTyr(Ac)-(S)-Ala-Gly-OMe (6), Ac-ΔTyr(Ac)-(R)-Ala-Gly-(S)-Phe-OMe (7), Ac-ΔPhe-NH-CH(R)-CH2-OCH2Ph (10), HCO-ΔPhe-(S)-Leu-OMe (16), X-AA-ΔPhe-AA'-OMe ( 5: X=tBOC, CBZ, CF3CO; AA, AA'= α-amino acid ), and t

SYNTHESIS OF OPTICALLY ACTIVE N--β-AMINO ALCOHOLS BY HOMOGENEOUS AND HETEROGENEOUS ASYMMETRIC HYDROGENATIONS

Asymmetric hydrogenations of N-(N-acetyldehydrophenylalanyl)-β-amino alcohol benzyl ethers were carried out by using either rhodium complexes with chiral and achiral phosphines or 10percent palladium on carbon.The effects of the chiral center in the β-ami

Synthesis of Chiral Dipeptides by means of Asymmetric Hydrogenation of Dehydro Dipeptides

Asymmetric hydrogenation of various dehydro dipeptides was carried out by using rhodium complex catalysts with a variety of chiral diphosphine ligands.The efficiency of chiral diphosphine ligands as well as the effect of the chiral center in the substrate