116774-46-0

Upstream product

• 121611-64-1 (S)-benzyl 2-(benzylcarbamoyl)pyrrolidine-1-carboxylate 
• 16652-71-4 benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride 
• 100-46-9 benzylamine 
• 147-85-3 L-proline 
• 3304-59-4 N-benzyloxycarbonyl-L-proline p-nitrophenyl ester 
• 7409-30-5 p-nitrobenzylamine 
• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 
• 3397-33-9 Z-proline N-hydroxysuccinimide ester 
• 64411-39-8 1-tert-butyl 2-phenyl pyrrolidine-1,2-dicarboxylate 
• 1393821-70-9 diphenylphosphine proline phenyl ester 
• 622-79-7 benzyl azide 
• 1148-11-4 N-Benzyloxycarbonyl-L-proline 
• 141874-26-2 N-Boc-(S)-proline chloride 
• 92235-33-1 (S)-tert-butyl 2-(benzylcarbamoyl)pyrrolidine-1-carboxylate 

Downstream Products

• 1026291-38-2 (S)-1-(2-Benzyloxycarbamoyl-4-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid benzylamide 
• 75773-76-1 (S)‐N‐benzyl‐1‐(pyrrolidin‐2‐yl) methanamine 
• 189107-17-3 (7aS,3S)-3-piperidino-1,2,5,6,7,7a-hexahydro-2-(phenylmethyl)pyrrolo<1,2-c><1,3,2>-diazaphosphole 3-oxide 
• 1263314-35-7 C₁₇H₁₉F₃N₂O₃ 
• 1281987-89-0 C₁₆H₂₄N₂O₂S 
• 1621189-46-5 (7aS,7'aS,E)-2,2'-dibenzyl-1,1',2,2',5,5',6,6',7,7',7a,7'a-dodecahydro-3,3'-bipyrrolo[1,2-c]imidazolylidene 
• 1621189-26-1 (S)-2-benzyl-5,6,7,7a-tetrahydro-1H-pyrrolo[1,2-c]imidazol-2-ium hexafluorophosphate 
• 1188416-06-9 (S)-2-benzyltetrahydro-1H-pyrrolo[1,2-c]imidazole-3(2H)-thione 

Relevant academic research and scientific papers

Tetrahydropyrrole diamine-based bridged bisphenol rare earth metal complex as well as preparation method and application thereof

Ln Is a rare earth metal and a preparation method and an application thereof. R1 And R2 Is selected from tert-butyl, respectively. One of cumyl or triphenyl. The complex provided by the invention has the rare earth element and tetrahydropyrrole diamine base bridging ligand, can effectively catalyze ring opening reaction, and is high in reaction rate, high in activity and mild in reaction condition. The invention further provides a preparation method of the compound shown I. The invention also provides an application of the biodegradable high-molecular material polyhydroxybutyrate (PHB), the ring opening polymerization rate is improved, the preparation method is simpler and easier to control, the yield is high, and the cost is low.

6-Halo-2-pyridone as an efficient organocatalyst for ester aminolysis

It was found that 6-halo-2-pyridones catalysed ester aminolysis in which not only reactive aryl esters but also relatively less reactive methyl and benzyl esters could be used as a substrate. The reaction could be performed without strictly dry and anaerobic conditions and the 6-chloro-2-pyridone catalyst could be recovered quantitatively after reaction. The method could be applied to dipeptide synthesis from methyl or benzyl esters of amino acids, where a high enantiomeric purity of the products was maintained. The mechanism involving dual activation of ester and amine substrates through hydrogen bonding between catalyst and substrates is proposed where 6-halo-2-pyridones act as a bifunctional Br?nsted acid/base catalyst.

Protecting-Group-Free Amidation of Amino Acids using Lewis Acid Catalysts

Amidation of unprotected amino acids has been investigated using a variety of ‘classical“ coupling reagents, stoichiometric or catalytic group(IV) metal salts, and boron Lewis acids. The scope of the reaction was explored through the attempted synthesis of amides derived from twenty natural, and several unnatural, amino acids, as well as a wide selection of primary and secondary amines. The study also examines the synthesis of medicinally relevant compounds, and the scalability of this direct amidation approach. Finally, we provide insight into the chemoselectivity observed in these reactions.

Synthesis and antitumor activities of chiral dipeptide thioureas containing an alpha-aminophosphonate moiety

Thiourea derivatives demonstrate potent cytotoxic activity against various leukemias and many tumor cell lines. In our previous study, the combination of thiourea and phosphonate has been proven as an effective strategy for developing antitumor agents. Herein, we synthesized and evaluated a series of novel chiral dipeptide thioureas containing an α-aminophosphonate moiety as antitumor agents. Finally, we developed novel dipeptide thioureas 11d and 11f that showed comparable inhibition with that of Cisplatin against BGC-823 and A-549 cells, respectively.

[...] - Orn (ClCH2NH) - AA - benzylamine, its synthesis, activity and application (by machine translation)

The invention discloses the following formula of 13 for β - Carboline -3 - formyl - Orn (ClCH2 NH) - AA - NHCH2 C6 H5 (In the formula AA is selected from L - Arg, L - Asn, L - Asp, L - Glu, L - Gly, L - Ile, L - Leu, L - Met, L - Phe, L - Pro, L - Thr, L - Trp, L - Val residue), discloses a process for their preparation, discloses their inhibition of tumor cell growth, therefore this invention discloses their use as anti-tumor medicament. (by machine translation)

Transfer hydrogenation reactions catalyzed by chiral half-sandwich Ruthenium complexes derived from Proline

Chiral ruthenium half-sandwich complexes were prepared using a chelating diamine made from proline with a phenyl, ethyl, or benzyl group, instead of hydrogen on one of the coordinating arms. Three of these complexes were obtained as single diastereoisomers and their configuration identified by X-ray crystallography. The complexes are recyclable catalysts for the reduction of ketones to chiral alcohols in water. A ruthenium hydride species is identified as the active species by NMR spectroscopy and isotopic labelling experiments. Maximum enantio-selectivity was attained when a phenyl group was directly attached to the primary amine on the diamine ligand derived from proline. [Figure not available: see fulltext.]

Chiral Lewis Base-Catalyzed, Enantioselective Reduction of Unprotected β-Enamino Esters with Trichlorosilane

Catalytic asymmetric reduction of N-unsubstituted β-enamino esters represents a major challenge for asymmetric catalysis. In this paper, the first organocatalytic system that could be used for the asymmetric hydrosilylation of N-unsubstituted β-enamino esters has been developed. Using N-tert-butylsulfinyl-L-proline-derived amides and L-pipecolinic acid-derived formamides as catalyst, a broad range of β-aryl- and β-alkyl-substituted free β-amino esters could be prepared with high yields and enantioselectivities. The practicality was illustrated by the gram-scale asymmetric synthesis of ethyl (R)-3-amino-3-phenylpropanoate and isopropyl (S)-3-amino-4-(2,3,5-trifluorophenyl)butanoate. The resulting product can be smoothly transformed to the FDA approved medicines dapoxetine and sitagliptin in a short synthetic route.

Asymmetric transfer hydrogenation reaction in water: Comparison of chiral proline amide/amine ruthenium(II) complexes

Chiral proline amide/amine ligands (2, 3), synthesized by multi-step reaction starting from l-proline (1), were evaluated as catalyst generated in situ from [RuCl2(p-cymene)]2 for asymmetric transfer hydrogenation of aromatic ketones in the presence of sodium formiate and sodium dodecyl sulfate (SDS). The results revealed that efficiencies and enantioselectivities strongly depend on the N-substituents.

Targeting the Src Homology 2 (SH2) Domain of Signal Transducer and Activator of Transcription 6 (STAT6) with Cell-Permeable, Phosphatase-Stable Phosphopeptide Mimics Potently Inhibits Tyr641 Phosphorylation and Transcriptional Activity

Signal transducer and activator of transcription 6 (STAT6) transmits signals from cytokines IL-4 and IL-13 and is activated in allergic airway disease. We are developing phosphopeptide mimetics targeting the SH2 domain of STAT6 to block recruitment to phosphotyrosine residues on IL-4 or IL-13 receptors and subsequent Tyr641 phosphorylation to inhibit the expression of genes contributing to asthma. Structure-affinity relationship studies showed that phosphopeptides based on Tyr631 from IL-4Rα bind with weak affinity to STAT6, whereas replacing the pY+3 residue with simple aryl and alkyl amides resulted in affinities in the mid to low nM range. A set of phosphatase-stable, cell-permeable prodrug analogues inhibited cytokine-stimulated STAT6 phosphorylation in both Beas-2B human airway cells and primary mouse T-lymphocytes at concentrations as low as 100 nM. IL-13-stimulated expression of CCL26 (eotaxin-3) was inhibited in a dose-dependent manner, demonstrating that targeting the SH2 domain blocks both phosphorylation and transcriptional activity of STAT6.

Synthesis and characterization of new chiral azolinium salts, precursors to N-heterocyclic carbenes, derived from l-proline

A short and flexible procedure for the preparation of seven chiral azolinium and five functionalized chiral azolinium salts, precursors to N-heterocyclic carbenes, derived from l-proline has been developed. Moderate to good overall yields were obtained. Some NHC dimers and thiones were isolated. X-ray crystal structure determinations of two [Rh-NHC] complexes were also reported.