114643-30-0

Upstream product

• 40052-13-9 mono-tert-butyl malonate 
• 123-08-0 4-hydroxy-benzaldehyde 
• 7400-08-0 p-Coumaric Acid 
• 75-65-0 tert-butyl alcohol 
• 1663-39-4 tert-Butyl acrylate 
• 540-38-5 p-Iodophenol 
• 106-48-9 4-chloro-phenol 
• 51458-31-2 3-(4-hydroxyphenyl)propionic acid tert-butyl ester 
• 106-41-2 4-bromo-phenol 
• 32864-38-3 tert-Butyl ethyl malonate 

Downstream Products

• 114643-34-4 tert-butyl p-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyloxy)cinnamate 
• 114656-11-0 p-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyloxy)cinnamic acid 
• 114643-42-4 N¹-p-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-galactopyranosyloxy)cinnamoyl-N²,N³-di-tert-butoxycarbonylspermidine 
• 114643-54-8 N¹-cinnamoylspermidine dihydrochloride 

Relevant academic research and scientific papers

α,β-Dehydrogenation of esters with free O–H and N–H functionalities via allyl-palladium catalysis

A direct and selective method for the α,β-dehydrogenation of esters using palladium catalysis in the presence of free O–H and N–H functionalities is reported herein. Allyl-palladium catalysis allows for preservation of readily oxidizable functionalities s

Palladium-Based Catalysts Supported by Unsymmetrical XYC–1 Type Pincer Ligands: C5 Arylation of Imidazoles and Synthesis of Octinoxate Utilizing the Mizoroki–Heck Reaction

A series of new unsymmetrical (XYC–1 type) palladacycles (C1–C4) were designed and synthesized with simple anchoring ligands L1–4H (L1H = 2-((2-(4-methoxybenzylidene)-1-phenylhydrazinyl)methyl)pyridine, L2H = N,N-dimethyl-4-((2-phenyl-2-(pyridin-2-ylmethyl)hydrazono)methyl)aniline, L3H = N,N-diethyl-4-((2-phenyl-2-(pyridin-2-ylmethyl)hydrazono)methyl) aniline and L4H = 4-(4-((2-phenyl-2-(pyridin-2-ylmethyl)hydrazono) methyl)phenyl)morpholine H = dissociable proton). Molecular structure of catalysts (C1–C4) were further established by single X-ray crystallographic studies. The catalytic performance of palladacycles (C1–C4) was explored with the direct Csp2–H arylation of imidazoles with aryl halide derivatives. These palladacycles were also applied for investigating of Mizoroki–Heck reactions with aryl halides and acrylate derivatives. During catalytic cycle in situ generated Pd(0) nanoparticles were characterized by XPS, SEM and TEM analysis and possible reaction pathways were proposed. The catalyst was employed as a pre-catalyst for the gram-scale synthesis of octinoxate, which is utilized as a UV-B sunscreen agent.

A convenient, efficient and reusable N-heterocyclic carbene-palladium(II) based catalyst supported on magnetite for Suzuki-Miyaura and Mizoroki-Heck cross-coupling reactions

In the present work, a new magnetic nanoparticle supported N-heterocyclic carbene-palladium(ii) (NO2-NHC-Pd@Fe3O4) nanomagnetic catalyst was synthesized by a facile multistep synthesis under aerobic conditions using inexpensive chemicals. The NO2-NHC-Pd@Fe3O4 nanomagnetic catalyst was characterized by various analytical techniques such as attenuated total reflectance infrared spectroscopy (ATR-IR), inductively coupled plasma-atomic emission spectroscopy (ICP-AES), energy-dispersive X-ray spectroscopy (EDS), field-emission scanning electron microscopy (FESEM), transmission electron microscopy (TEM), X-ray powder diffraction (XRD), thermogravimetric analysis (TGA) and Brunauer-Emmett-Teller surface area analysis (BET). The synthesized NO2-NHC-Pd@Fe3O4 nanomagnetic catalyst showed excellent catalytic activity in both Suzuki-Miyaura and Mizoroki-Heck cross-coupling reactions for various substrates under mild reaction conditions. Recovery of the NO2-NHC-Pd@Fe3O4 nanomagnetic catalyst from the reaction mixture was easily accomplished by applying an external magnet. The recovered NO2-NHC-Pd@Fe3O4 nanomagnetic catalyst exhibited very good catalytic activity up to seven recycles in Suzuki-Miyaura and five recycles in Mizoroki-Heck cross-coupling reactions without considerable loss of its catalytic activity.

Cyclodextrin-Grafted Silica-Supported Pd Nanoparticles: An Efficient and Versatile Catalyst for Ligand-Free C-C Coupling and Hydrogenation

Silica is an extremely versatile support, which is capable of hosting metal nanoparticles (NPs) and enhancing their stability and reactivity. In this study, a novel cyclodextrin/silica support for Pd NPs, which we have denoted Pd/Si-CD, has been prepared. The highly efficient and homogeneous impregnation of small palladium nanoparticles on this support has been carried out under conventional conditions, and ultrasound irradiation has been shown to have a beneficial effect on catalyst preparation. The catalyst exhibited excellent activity in ligand-free C-C Suzuki and Heck couplings with a large number of aryl iodide and bromides, in which microwave irradiation use cuts down reaction time. Pd/Si-CD have shown high activity and selectivity in the hydrogenation reaction, and the semihydrogenation of phenyl acetylene was also studied with excellent results.

Catalytic application of dinuclear palladium(II) bis(thiosemicarbazone) complex in the Mizoroki-Heck reaction

A convenient synthesis of new square planar dinuclear palladium(II) terephthaldehyde bis(thiosemicarbazone) complex has been described. The compositions of the complex have been established by elemental analysis, spectral methods and single crystal X-ray crystallographic technique. The new complex acts as an active recyclable homogeneous catalyst for the Mizoroki-Heck reaction of electron deficient (activating) and electron rich (deactivating) aryl halides with various olefins under optimized conditions.

Orally active β-lactam inhibitors of human leukocyte elastase. 2. Effect of C-4 substitution

The effect of changing the C-4 substituent of 3,3-diethyl-1- [(benzylamino)carbonyl]-2-azetidinone on inhibition of HLE and in a model of HLE-induced lung damage in hamsters was explored. Substituents at this position do not appear to interact strongly with HLE with the most potent compounds having k(obs)/[I] = 6900 M-1 s-1. However, substituents at this position had a marked effect on in vivo activity. The greatest oral activity in the lung hemorrhage assay was achieved with C-4 aryl carboxylic acid ethers (60-85% inhibition at 30 mg/kg po). Based upon the established mechanism of inhibition by these compounds, the C-4 substituent would be released, and therefore, the pharmacological potential of these C-4 substituents was of considerable concern. Fortunately, compounds containing 4-hydroxybenzoic acid and 4-hydroxyphenylacetic acid ethers at C-4 were among the most active analogs. These phenolic acids are also found as urinary metabolites in healthy humans. Other heteroaryls at C-4 were also orally active in this model despite relatively modest enzyme activity.

SYNTHESIS OF N1-(p-GLYCOSYLOXYCINNAMOYL)SPERMIDINES

The synthesis of O-glycosylated N1-(p-hydroxycinnamoyl)spermidines was investigated. p-Hydroxycinnamate glycosides of some amino sugars, including a synthetic intermediate of a unique antibiotic, cinodine, were prepared and converted into the amide of spermidine.