25529-64-0

Basic information

• Product Name: (3S)-(2-bromo-acetylamino)-3-phenyl-propionic acid methyl ester
• Synonyms: (3S)-(2-bromo-acetylamino)-3-phenyl-propionic acid methyl ester
• CAS NO: 25529-64-0
• Molecular Weight: 300.152
• Mol File: 25529-64-0.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: (3S)-(2-bromo-acetylamino)-3-phenyl-propionic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (3S)-(2-bromo-acetylamino)-3-phenyl-propionic acid methyl ester(25529-64-0)
• EPA Substance Registry System: (3S)-(2-bromo-acetylamino)-3-phenyl-propionic acid methyl ester(25529-64-0)

Safety Data

• Hazardous Substances Data: 25529-64-0(Hazardous Substances Data)

Upstream product

• 79-08-3 bromoacetic acid 
• 15028-44-1 DL-phenylalanine methyl ester 
• 598-21-0 2-Bromoacetyl bromide 
• 186581-53-3 diazomethane 
• 36753-68-1 N-bromoacetyl-DL-phenylalanine 
• 63-91-2 L-phenylalanine 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 

Downstream Products

• 104422-86-8 N-[N-(1-carboxy-2-phenyl-ethyl)-glycyl]-phenylalanine 
• 556068-46-3 methyl (3R)-3-[(2-{[(1S)-1-benzyl-2-methoxy-2-oxoethyl]amino}-2-oxoethyl)amino]dodecanoate 
• 556068-63-4 methyl (3S)-3-[(2-{[(1S)-1-benzyl-2-methoxy-2-oxoethyl]amino}-2-oxoethyl)amino]dodecanoate 
• 945670-58-6 C₁₇H₁₈N₂O₄ 
• 57294-89-0 (3S)-(2-azido-acetylamino)-3-phenyl-propionic acid methyl ester 
• 1190439-43-0 (S)-methyll 3-phenyl-(2-(2-phenylselanyl)acetamido)propanoate 
• 1190439-56-5 C₂₄H₂₈N₂O₆Se₂ 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 1349904-21-7 (S)-methyl 2-[2-{(4-methoxyphenyl)amino}acetamido]-3-phenylpropanoate 

Relevant articles and documents

Synthesis, structural characterisation and anti-proliferative activity of NHC gold amino acid and peptide conjugates

We report the synthesis of new NHC gold(i) and NHC gold(iii) halide, amino acid and dipeptide complexes. Transmetallation of the N-phenylalanine- substituted NHC silver complex 3 with Me2SAuCl yields the phenylalanine-NHC gold(i) conjugate 4a. Halide exchange with LiBr and oxidation of 4a with Br2 in CH2Cl2 yields the phenylalanine-NHC Au(i) and Au(iii) bromides 4b and 4c, respectively. Reaction of N-Boc protected cysteine methyl ester (Boc-Cys-OMe) or the dipeptide N-Boc-Leu-Cys-OMe with the NHC gold chloride 6a yields the (NHC)Au-S complexed amino acid and dipeptide derivatives 8 and 9. The NHC gold(iii) complexes 4c and 6c were characterised by single crystal X-ray analysis. All of the tested gold carbene complexes showed significant anti-tumor activity on the HeLa, HepG2 and HT-29 cancer cell lines. The best compounds show activity comparable to the well-known anti-cancer drug cisplatin. There seems to be no clear cut structure-activity relationship in the compounds tested, nor did we observe a dependence on the metal oxidation state or the different halide substituents. Given the ease of preparation, stability and high activity of the compounds described herein, it may be possible to design tumor-specific anti-cancer agents based on NHC gold amino acid conjugates in the future.

Site-Tunable Csp3 -H Bonds Functionalization by Visible-Light-Induced Radical Translocation of N-Alkoxyphthalimides

Site-tunable functionalization of C(sp3)-H bonds has been accomplished through radical translocation and cross-coupling. Upon irradiation with visible light, copper-based photocatalyst [Cu(Xantphos)(dmp)]BF4 enabled cross-coupling of N-alkoxyphthalimides with amino acid esters or amino acids to provide δ-C(sp3)-H alkylated alcohols (31 examples, up to 92% yield) with additive BNDHP or α-C(sp3)-H alkylated alcohols (18 examples, up to 86% yield) with additive DABCO in a highly regioselective fashion.

1,2,3-TRIAZOLE-BASED PEPTIDOMIMETIC INTEGRIN INHIBITORS FOR THE DIAGNOSIS AND THERAPY OF TUMORS

The present invention refers to the field of chemical compounds bearing a 1,2,3-triazole ring of formula (I) and possessing guanidino and carboxylic groups or their isosteres, their preparation by Cu-catalyzed "click-chemistry", and medical - diagnostic use in pathologies where angiogenesis is altered, for example pathologic conditions of tumor origin, tumor metastasis, osteoporosis, and rheumatoid arthritis.