54405-42-4Relevant academic research and scientific papers
A useful method for the conversion of olefins to nitro olefins
Reddy, G. Sudhakar,Corey
supporting information, p. 3399 - 3402 (2021/05/10)
Triflyl nitrate is easily generated from tetra-n-butylammonium nitrate in CH2Cl2 solution and serves as an effective nitrating agent for a wide range of unsaturated substrates to form nitro olefins.
Isothiourea-catalysed transfer hydrogenation of α,β-unsaturated para-nitrophenyl esters
Smith, Andrew D.,Wu, Jiufeng,Young, Claire M.
supporting information, (2020/12/21)
A protocol for the isothiourea-catalysed transfer hydrogenation of α,β-unsaturated para-nitrophenyl esters using Hantzsch ester has been developed. Good to excellent yields are observed using α,β-unsaturated aryl esters bearing electron-withdrawing β-subs
Design, synthesis and structure–activity relationship studies of novel free fatty acid receptor 1 agonists bearing amide linker
Yang, Jianyong,Li, Zheng,Li, Huilan,Liu, Chunxia,Wang, Nasi,Shi, Wei,Liao, Chen,Cai, Xingguang,Huang, Wenlong,Qian, Hai
, p. 2445 - 2450 (2017/04/03)
The free fatty acid receptor 1 (FFA1/GPR40) has attracted extensive attention as a novel antidiabetic target. Aiming to explore the chemical space of FFA1 agonists, a new series of lead compounds with amide linker were designed and synthesized by combining the scaffolds of NIH screened lead compound 1 and GW9508. Among them, the optimal lead compound 17 exhibited a considerable agonistic activity (45.78%) compared to the NIH screened compound 1 (15.32%). During OGTT in normal mice, the compound 17 revealed a significant glucose-lowering effect (?23.7%) at the dose of 50?mg/kg, proximity to the hypoglycemic effect (?27.8%) of Metformin (200?mg/kg). In addition, the compound 17 (100?mg/kg) also exhibited a significant improvement in glucose tolerance with a 29.1% reduction of glucose AUC0–2?h in type 2 diabetic mice. All of these results indicated that compound 17 was considered to be a promising lead structure suitable for further optimization.
PHENYL DERIVATIVES AND THEIR USE AS A MEDICAMENT
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Page/Page column 10-11, (2010/04/23)
The present invention relates to new phenylic derivatives exhibiting a good affinity for certain sub-types of cannabinoid receptors, in particular the CB2 receptors. These derivatives are of particular interest in a method for treating pathological conditions and diseases in which one or more cannabinoid receptors are involved. The invention also relates to pharmaceutical compositions containing said new phenylic derivatives and to methods for the preparation and use thereof.
Efficient three-step sequence for the deamination of α-aminoesters. Application to the synthesis of CysLT1 antagonists
González, Alfredo,Pérez, Daniel,Puig, Carles,Ryder, Hamish,Sanahuja, Jordi,Solé, Laia,Bach, Jordi
supporting information; experimental part, p. 2750 - 2753 (2009/09/25)
A practical and efficient three-step sequence for the deamination of α-aminoesters is reported. This method is based on the NaBH4-mediated selective reduction of α-diazoesters to α-hydrazonoesters and has been successfully applied to the deamin
Nitric acid in the presence of P2O5 supported on silica gel - A useful reagent for nitration of aromatic compounds under solvent-free conditions
Hajipour, Abdol Reza,Ruoho, Arnold E.
, p. 8307 - 8310 (2007/10/03)
A variety of aromatic compounds are nitrated to parent nitro aromatic compounds under solvent-free conditions using 65% nitric acid in the presence of P2O5 supported on silica gel is described. This methodology is useful for nitration of activated and deactivated aromatic rings.
Suspension Ring-Opening Metathesis Polymerization: The Preparation of Norbornene-Based Resins for Application in Organic Synthesis
Lee, Byoung Se,Mahajan, Suresh,Clapham, Bruce,Janda, Kim D.
, p. 3319 - 3329 (2007/10/03)
A series of norbornene-based resin beads were obtained by aqueous suspension ring-opening metathesis polymerization (ROMP) and used as polymeric supports for organic synthesis. These resins were prepared from norbornene, norborn-2-ene-5-methanol, and cross-linkers such as bis(norborn-2-ene-5-methoxy)alkanes, di(norborn-2-ene-5-methyl)ether, and 1,3-di(norborn-2-ene-5-methoxy)benzene. The resulting unsaturated ROMP (U-ROMP) resins containing olefin repeat units were chemically modified using hydrogenation, hydrofluorination, chlorination, and bromination reactions to produce saturated ROMP resins with different chemical and physical properties. The hydrogenated ROMP (H-ROMP) resin was found to be highly resistant to acidic, basic, Lewis acid, and Birch reduction conditions and was assessed as a polymeric support in a series of solid-phase synthetic applications. The H-ROMP resin was found to have superior performance compared to polystyrene-divinylbenzene (PS-DVB) copolymers in aromatic nitration and acylation reactions. In a conventional five-step solid-phase synthesis of a hydantoin, similar results were obtained for both the H-ROMP and PS-DVB resins. The U-ROMP resin was also shown to be effective in the solid-phase syntheses of benzimidazoles and benzimidazolones.
A fast and mild method for nitration of aromatic rings
Hajipour, Abdol R.,Ruoho, Arnold E.
, p. 221 - 226 (2007/10/03)
The use of benzyltriphenylphosphonium nitrate (PhCH2Ph 3P+NO3-) (BTPPN) as a useful reagent for nitration aromatic compounds in the presence of methanesulfonic anhydride under solvent-free conditions is described. This methodology is useful for nitration of activated aromatic rings.
Sodium borohydride and vinyl triflates of α-keto esters: A new combination toward monoalkylated 1,2-diols
Dalla, Vincent,Decroix, Bernard
, p. 1657 - 1660 (2007/10/03)
NaBH4 converts a range of methyl 2-trifluoromethanesulfonyloxy 3-substituted propenoates to the corresponding monoalkylated 1,2-diols smoothly with total regiocontrol.
Synthesis and Cu1+ assisted radiosynthesis of 2-radioiodo phloretinic acid, a potential glut tracer
Mertens, J.,Boumon, R.,Steegmans, P.
, p. S951 - S953 (2007/10/03)
2-Bromo-phloretinic acid (2-Br-PLA): 2-bromo-4-(3-oxo-3(2,4,6-trihydroxyphenyl)propyl)benzoic acid, the precursor molecule for the radiosynthesis of 2-radioiodo-phloretinic acid (2-*I-PLA): 2-radioiodo-4-(3-oxo-3(2,4,6-trihydroxyphenyl)propyl)benzoic acid, was prepared by a twelve step synthesis starting from hydrocinnamic acid. The radiosynthesis was carried out by applying the Cu(I)-assisted nucleophilic non-isotopic exchange reaction in acidic reducing medium.
