120710-95-4

Upstream product

• 7474-06-8 2-chloro-3-phenylpropionic acid 
• 501-52-0 3-Phenylpropionic acid 
• 16503-53-0 2-bromo-3-phenylpropanoic acid 
• 828-01-3 phenyllactic acid 
• 4530-18-1 2-(tert-butoxycarbonylamino)-3-phenylpropionic acid 
• 63-91-2 L-phenylalanine 
• 7474-06-8 (S)-2-chloro-3-phenyl-propionic acid 
• 150-30-1 Phenylalanine 
• 27172-85-6 phenylalanine methyl ester hydrochloride 

Downstream Products

• 20334-86-5 N-phenyl-2-chloro-3-phenylpropanamide 
• 7474-06-8 2-chloro-3-phenylpropionic acid 
• 87968-04-5 2-chloro-N,N-dimethyl-3-phenylpropanamide 
• 117770-84-0 N-(2-chloro-3-phenylpropionyl)tryptophan methyl ester 
• 18166-56-8 α-chloro-β-phenylpropionamide 
• 90004-75-4 DL-1-Chlor-1-brom-2-phenyl-ethan 
• 90560-55-7 DL-N-Brom-α-chlor-hydrozimtsaeure-amid 
• 1330781-99-1 6-(5-methyl-1H-pyrazol-4-yl)-2-(2-phenyl-1-pyrrolidin-1-ylethyl)thieno[3,2-d]pyrimidin-4(3H)-one 
• 6632-27-5 2-chloro-N-(3-nitrophenyl)-3-phenylpropanamide 
• 120680-91-3 N-(3-phenyl-1-(S)-chloropropionyl)-phenylalanine 
• 274902-15-7 (S)-2-Chloro-3-phenyl-propionic acid 4-nitro-phenyl ester 
• 274902-18-0 2-chloro-N-(4-nitro-phenyl)-3-phenyl-propionamide 
• 274902-20-4 2-chloro-N,N-dimethyl-3-phenyl-propionamide 
• 274902-22-6 diisopropyl (S)-2-chloro-3-phenylpropanamide 

Relevant academic research and scientific papers

Stereoselective synthesis of (3r)-3-alkyl-4,1-benzoxazepine-2,5-diones

Novel 3-alkyl-4,1-benzoxazepine-2,5-diones were synthesized in good ee exploiting the chiral pool methodology, an economical way of asymmetric synthesis. Various anthranilic acids are coupled with different α-haloacids to afford N-acylated anthranilic aci

A facile microwave assisted synthesis and structure elucidation of (3R)-3-alkyl-4,1-benzoxazepine-2,5-diones by crystallographic, spectroscopic and DFT studies

The use of microwave (MW) irradiation in organic synthesis has become increasingly popular within the pharmaceutical and academic arenas because it is a new enabling technology for drug discovery and development. It is a rapid way of synthesis, which involves faster reaction rates and high selectivity to conventional heating method of syntheses. The MW-assisted 7-exo-tet cyclization of N-acylanthranilic acids afforded (3R)-3-alkyl-4,1-benzoxazepines-2,5-diones in very short duration (20 min) with extraordinary high yields in comparison to conventional heating mode of synthesis. The method development, comparative yields of MW-assisted and thermal method of syntheses, crystallographic, spectroscopic and density functional theory (DFT) studies are reported herein. Four novel compounds with chemical formulas C10H9BrClNO3 5m, C19H19NO3 6e, C13H14ClNO3 6h and C12H11Br2NO3 6h were synthesized, validated by 1HNMR, 13CNMR, FT-IR, UVVis, EIMS spectroscopic techniques and confirmed by using single crystal X-ray diffraction (SC-XRD) study. The DFT and TDDFT calculations at B3LYP/6-311 + G(d,p) level of theory were performed for comparative analysis of spectroscopic data, optimized geometries, frontier molecular orbitals (FMOs), natural bond orbital (NBO) analysis and nonlinear optical (NLO) properties of 5m, 6e, 6h and 6o. Overall, experimental findings were supported nicely by corresponding DFT computed results. The NBO analysis confirmed that the presence of non-covalent interactions, hydrogen bonding and hyper- conjugative interactions are pivotal cause for the existence of 5m, 6e, 6h and 6o in the solid-state. NLO analysis showed that 5m, 6e, 6h and 6o have significant NLO properties as compared to prototype standard compound which disclosed their potential for technology related applications.

Synthesis and anti-parasitic activity of C-benzylated (N-arylcarbamoyl)alkylphosphonate esters

Unexpected substituent-dependent regioselectivty challenges in the synthesis of C-benzylated (N-arylcarbamoyl)phosphonate esters have been resolved. The C-benzylated N-furfurylcarbamoyl derivative showed low micromolar PfLDH inhibition, while one of the C-benzylated N-arylcarbamoyl analogues was active against Nagana Trypanosoma brucei parasites which are responsible for African trypanosomiasis in cattle.

Chiral Pool-Based Synthesis of Naphtho-Fused Isocoumarins

A variety of chiral derivatives of benzo[d]naphtho[1,2-b]pyran-6-one were prepared in a single step by Et3N-mediated condensation of homophthalic anhydride with different derivatives of (S)-amino acid chlorides at -5 °C by employing a chiral pool methodology. Chirality 27:951-957, 2015.

Chiron based synthesis of isocoumarins: Reactivity of α-substituted carboxylic acids

The asymmetric synthesis of a novel (S)-isocoumarin has been attempted in a single step by the coupling of homophthalic acid with (S)-N-protected amino acids and α-chloroacids at high temperature by exploiting a chiral pool methodology. The coupling of homophthalic acid with N-protected (S)-amino acids gave exclusion of the carboxyl/alkyl group. However, coupling of homophthalic acid with α-chloroacids afforded asymmetric isocoumarins in high yield.

Asymmetric synthesis of 4,1-Benzoxazepine-2,5-Diones -Effect of the halogen of (2S)-A-Haloacids

Novel chiral 4,1-benzoxazepine-2,5-diones have been unusually synthesized in a single step by exploiting the chiral pool methodology. Substituted anthranilic acids afford N-Acylanthranilic acids and (3R)-3-Alkyl-4,1- benzoxazepines-2,5-dione upon coupling with a-chloroacids or a-bromoacids, respectively.

HETEROCYCLIC COMPOUND

Provided is a compound useful for the prophylaxis or treatment of cancer. The present invention relates to a compound represented by formula (I): wherein each symbol in the formula is as defined in the specification, or a salt thereof or a prodrug thereof, which is useful for the prophylaxis or treatment of cancer.

Synthesis of libraries of peptidomimetic compounds containing a 2-oxopiperazine unit in the main chain

Peptoid libraries have been shown to be a useful source of protein-binding agents. However, simple linear peptoids lack conformational constraints, which may limit their binding affinity for proteins. Here we report facile chemistry for the assembly of 2-oxopiperazine rings into the main chain of peptoid-like oligomers, thus rigidifying the structure. This modified sub-monomer synthesis is suitable for the creation of high quality combinatorial libraries. The Royal Society of Chemistry 2013.

Highly stereoselective synthesis of α-alkyl-α-hydroxycarboxylic acid derivatives catalyzed by a dinuclear zinc complex

A dinuclear zinc-ProPhenol catalyst enables highly enantioselective nitro-Michael reactions with oxazol-4(5H)-ones as nucleophilic substrates (see scheme, Nap=2-naphthyl). This work highlights the utility of the ProPhenol family of ligands. The modular nature of these ligands proved crucial in the optimization of reaction conditions to achieve excellent stereoselectivities. Copyright