24809-18-5

Upstream product

• 78087-67-9 Ac-ΔPhe-(R)-Phe-OH 
• 78087-68-0 N-(α-acetylamino-cinnamoyl)-L-phenylalanine 
• 42291-22-5 N-acetyl dehydrophenylalanyl-(S)-phenylalanine 

Downstream Products

• 32435-70-4 N-Acetylphenylalanylphenylalanine methyl ester 

Relevant academic research and scientific papers

Electrostatic interaction and induced fitting of the rhodium(I) complex coordinated by diphosphine ligand having an amino group in the diastereoselective hydrogenation of dehydrodipeptides

Rhodium(I)-[2-[2-(dimethylamino)ethyl]-1,3-propanediyl]bis(diphenylphosphine) (DPP-AE) catalyst achieved an effective 1,4-asymmetric induction and afforded high diastereoselectivity (max. 96% d.e.) in the hydrogenation of dehydrodipeptides in protic solve

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.

ASYMMETRIC HYDROGENATION WITH RHODIUM(I)-CHIRAL DIPHOSPHINITES. THE EFFECT OF THE DIMETHYLAMINO GROUP OF THE LIGAND ON THE ASYMMETRIC INDUCTION.

New chiral diphosphinites were prepared starting from ( plus )-diethyl tartrate. The asymmetric hydrogenation of dehydroamino acids, itaconic acid and dehydrodipeptides was studied using Rh(I)-diphosphinite catalysts. In the hydrogenation of dehydroamino acid derivatives, an introduction of omega -(dimethylamino)alkyl group in the ligands did not raise the optical yield. By the use of Rh(I)-diphosphinite having 3-(dimethylamino)propyl group the inversion of the preferred product was observed. 19 refs.

ASYMMETRIC HYDROGENATION OF DEHYDRODIPEPTIDES WITH RHODIUM(I)-CHIRAL DIPHOSPHINITES. SELECTIVE (S,S)- AND (R,R)-PRODUCT FORMATION BY DOUBLE ASYMMETRIC INDUCTION.

In the hydrogenation of dehydrodipeptides, the effect of chiral center of the substrate ((S) or (R)) on the asymmetric induction was examined using the catalysts of Rh(I)-chiral diphosphinite containing pyrrolidine moiety (POP). The catalysts with POP's h

ASYMMETRIC HYDROGENATION OF DEHYDROAMINO ACIDS AND DEHYDRODIPEPTIDES WITH RHODIUM(I)-MODIFIED DIOP CATALYSTS.

( minus )-DIOP was modified in two ways: i), introduction of a large aromatic substituent at the dioxolane ring of ( minus )-DIOP and ii), replacement of one diphenylphosphino group by diarylphosphino group to give unsymmetrical DIOPs. Modification at the dioxolane ring had a small effect on the asymmetric induction by DIOP in the hydrogenation. Modification at the phosphino group affected the stereocontrol by the ligand and the unsymmetrical DIOP with di-2-naphthylphosphino group gave higher optical yields than ( minus )-DIOP for the hydrogenation of alpha -acetamidocinnamic acid and dehydrodipeptides.

EFFECTIVE ASYMMETRIC HYDROGENATION OF DEHYDRODIPEPTIDES WITH RHODIUM(I)-NEW CHIRAL DIPHOSPHINITE SYSTEMS

Rh(I)-new chiral diphosphinite systems with terminal amino groups were very effective for asymmetric hydrogenation of dehydrodipeptides with free carboxyl group and a chiral carbon.The effectiveness of the diphosphinite catalysts strongly suggests the contribution of electrostatic effect to asymmetric induction.

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

Stereoselective Synthesis of Dipeptides by Asymmetric Reduction of Dehydropeptides Catalyzed by Chiral Rhodium Complexes

Asymmetric catalysis was used to control the creation of an asymmetric center in a chiral dehydropeptide.The reduction of Ac-ΔPhe-(S)-Phe-OR (R=H or Me) was studied as a model.Depending on the type of chiral rhodium catalyst used, it was possible to selec