131791-82-7

Upstream product

• 67-56-1 methanol 
• 5678-45-5 3-amino-3-(4-methoxyphenyl)propionic acid 
• 131791-82-7 3-amino-3-(4-methoxyphenyl)propionic acid methyl ester 
• 329013-12-9 (S)-N-tert-butyloxycarbonyl β-Tyr 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 1271792-72-3 (R,Z)-methyl 3-(4-methoxyphenyl)-3-(1-phenylethylamino)acrylate 
• 79-20-9 acetic acid methyl ester 
• 123-11-5 4-methoxy-benzaldehyde 
• 309977-86-4 (R)-methyl 3-(tert-butoxycarbonyl)-3-(4-methoxyphenyl)propanoate 
• 22027-50-5 methyl 3-(4-methoxybenzoyl)acetate 
• 131791-83-8 (S)-2-tert-Butyl-6-(4-methoxyphenyl)-5,6-dihydro-4-(1H)-pyrimidinone 

Downstream Products

• 159848-76-7 methyl (+)-(3S)-3-amino-3-(4-methoxyphenyl)propanoate 
• 131791-82-7 methyl (-)-(3R)-3-amino-3-(4-methoxyphenyl)propanoate 
• 321835-85-2 (-)-(S)-3-(4-methoxyphenyl)-N-{3-[(4-methylphenylsulfonyl)amino]propyl}-3-({3-[(4-methylphenylsulfonyl)amino]propyl}amino)propanamide 
• 444119-35-1 (-)-(S)-N-(3-aminopropyl)-3-({3-[(4-methylphenylsulfonyl)amino]propyl}amino)-(4-methoxyphenyl)propanamide 
• 373360-25-9 (-)-(S)-8-(4-methoxyphenyl)-1,13-bis[(4-methylphenyl)sulfonyl]-1,5,9,13-tetraazacycloheptadecan-6-one 
• 444119-33-9 methyl (-)-(S)-3-(4-methoxyphenyl)-3-({3-[(4-methylphenylsulfonyl)amino]propyl}amino)propanoate 
• 131690-56-7 (S)-β-amino-β-(4-methoxyphenyl)propionic acid 
• 1243990-40-0 C₃₀H₃₉N₃O₇ 
• 1215875-92-5 (R)-1-[3-benzamido-3-(4-methoxyphenyl)propanamido]-3-methylbutylboronic acid 
• 101878-30-2 3-benzamido-3-(4-methoxyphenyl)propanoic acid 
• 1269634-23-2 C₁₈H₁₉NO₄ 
• 131791-80-5 N-Boc-(S)-alanyl-N-methyl-2-bromo-(R)-tryptophanyl-O-methyl-(R)-β-tyrosine Methyl Ester 
• 1246195-54-9 C₁₄H₁₉NO₅ 
• 1218781-43-1 C₂₂H₃₄N₂O₆ 

Relevant academic research and scientific papers

Catalytic asymmetric oxidative carbonylation-induced kinetic resolution of sterically hindered benzylamines to chiral isoindolinones

A highly enantioselective kinetic resolution of sterically hindered benzylamines has been achieved for the first time through transition-metal-catalyzed oxidative carbonylation, in which the new KR strategy offered a new approach to afford chiral isoindolinones (er up to 97?:?3) and the origin of chemoselectivity and stereoselectivity was confirmed by density functional theory (DFT) calculations.

Synthesis and biological evaluation of 3-phenyl-3-aryl carboxamido propanoic acid derivatives as small molecule inhibitors of retinoic acid 4-hydroxylase (CYP26A1)

All-trans-retinoic acid (ATRA), the biologically active metabolite of vitamin A, is used medicinally for the treatment of hyperproliferative diseases and cancers. However, it is easily metabolized. In this study, the leading compound S8 was found based on virtual screening. To improve the activity of the leading compound S8, a series of novel S8 derivatives were designed, synthesized and evaluated for their in vitro biological activities. All of the prepared compounds showed that substituting the 5-chloro-3-methyl-1-phenyl-1H-pyrazole group for the 2-tertbutyl-5-methylfuran scaffold led to a clear increase in the biological activity. The most promising compound 32, with a CYP26A1 IC50 value of 1.36 μM (compared to liarozole (IC50 = 2.45 μM) and S8 (IC50 = 3.21 μM)) displayed strong inhibitory and differentiation activity against HL60 cells. In addition, the study focused on the effect of β-phenylalanine, which forms the coordination bond with the heme of CYP26A1. These studies suggest that the compound 32 can be used as an appropriate candidate for future development.

Effect of the 4′-substituted phenylalanine moiety of sansalvamide A peptide on antitumor activity

Eight sansalvamide A peptide analogues with 4′-fluoride, 4′-chloride, 4′-bromide, 4′-iodide, and 4′- methoxyphenylalanine moieties were synthesized. The effect of these para-substitutions of sansalvamide A peptide on their cytotoxicity was evaluated using HCT-116, MDA-MB-231, HT-29, HCT-15, K562, HeLa, and A549 cell lines. The 4′-methoxyphenylalanine analog of sansalvamide A peptide was found to be a promising antitumor agent.

Triclorosilane-mediated stereoselective synthesis of β-amino esters and their conversion to highly enantiomerically enriched β-lactams

A highly stereoselective trichlorosilane-mediated reduction of N-benzyl enamines was developed; the combination of a low cost, easy to make metal-free catalyst and an inexpensive chiral auxiliary allowed to perform the reaction on substrates with different structural features often with total control of the stereoselectivity. By easy deprotection through hydrogenolysis followed by conversion of β-aminoester to 2-azetidinones, the synthesis of enantiomerically pure β-lactams (>98% e.e.) was successfully accomplished.

Synthesis and biological evaluation of new jasplakinolide (jaspamide) analogs

Synthesis and biological evaluation of jasplakinolide analogs are described. The synthesis of analogs utilized a diastereoselective syn-aldol reaction and an orthoester Claisen rearrangement as key steps. All synthetic analogs were evaluated for their abi

Stereoselective chemoenzymatic preparation of β-amino esters: Molecular modelling considerations in lipase-mediated processes and application to the synthesis of (S)-dapoxetine

A wide range of optically active 3-amino-3-arylpropanoic acid derivatives have been prepared by means of a stereoselective chemoenzymatic route. The key step is the kinetic resolution of the corresponding β-amino esters. Although the enzymatic acylations of the amino group with ethyl methoxyacetate showed synthetically useful enantioselectivities, the hydrolyses of the ester group catalyzed by lipase from Pseudomonas cepacia have been identified as the optimal processes concerning both activity and enantioselectivity. The enantiopreference of this lipase in these reactions has been explained, at the molecular level, by using a fragment-based approach in which the most favoured binding site for a phenyl ring and the most stable conformation of the 3-aminopropanoate core nicely match the (S)-configuration of the major products. The conversion and enantioselectivity values of the enzymatic reactions have been compared in order to understand the influence of the different substitution patterns present in the phenyl ring. This chemoenzymatic route has been successfully applied to the preparation of a valuable intermediate in the synthesis of (S)-dapoxetine, which has been chemically synthesised in excellent optical purity.

Synthesis, in vitro and in vivo biological evaluation, and comprehensive understanding of structure-activity relationships of dipeptidyl boronic acid proteasome inhibitors constructed from β-amino acids

An extensive structure-activity relationship (SAR) study of 72 dipeptidyl boronic acid proteasome inhibitors constructed fromβ -amino acids is reported. SAR analysis revealed that bicyclic groups at the R1 position, 3-F substituents at the Rsu

Highly efficient synthesis of β-amino acid derivatives via asymmetric hydrogenation of unprotected enamines

A direct asymmetric hydrogenation of unprotected enamino esters and amides is described. Catalyzed by Rh complexes with Josiphos-type chiral ligands, this method gives β-amino esters and amides in high yield and high ee (93-97% ee). No acyl protection/deprotection is required. Copyright

Asymmetric syntheses of the macrocyclic spermine alkaloids (-)-(S)-protoverbine, (-)-(S)-buchnerine, and their naturally occurring congenial alkaloids

Asymmetric syntheses of the following 17-membered macrocyclic spermine alkaloids are presented: (-)-(S)-protoverbine (= (8S)-8-phenyl-1,5,9,13-tetraazacycloheptadecane-6-one: 1), (+)-(S)-protomethine (=(2S)-2-phenyl-1,5,9,14-tetraazabicyclo[12.3.1]octadec