61884-20-6

Upstream product

• 42291-21-4 α-N-acetylaminocinnamoyl-(L)-alanine 
• 118100-34-8 Ac-ΔPhe-(R)-Ala-OH 
• 65941-25-5 Ac-ΔPhe-(S)-Ala-OH 

Downstream Products

• 394693-44-8 (S)-2-((S)-2-Acetylamino-3-phenyl-propionylamino)-propionic acid 3-hydroxy-propyl 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

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.

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

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.

REDUCTION OF DEHYDROPEPTIDES CATALYZED BY THE COMPLEX RhI*DIOXOP

The reduction of various dehydropeptides with (2R, 4R)DIOXOP-RhI complex gives the corresponding dipeptides, with high stereoselectivity except for those derived from (R)phenylalanine.The 31P NMR parameters of the intermediate complexes are ver

THE ASYMMETRIC HYDROGENATION OF THE α-N-ACETYLAMINOCINNAMOYL DERIVATIVE OF AMINO ACIDS WITH CHIRAL BISPHOSPHINE-RHODIUM COMPLEX

An optical yield of the dipeptide obtained in the title reaction is affected by a chiral amino acid moiety in the substrate.