54705-41-8

Upstream product

• 24506-17-0 3-hydroxy-3-phenylpropionamide 
• 100-42-5 styrene 
• 13698-16-3 ethyl N,N-dichlorocarbamate 
• 2207-50-3 2-amino-5-phenyl-2-oxazoline 
• 109355-73-9 ethyl 2-hydroxy-2-phenylethylcarbamate 
• 1659-31-0 2,2'-dipyridyl carbonate 
• 7568-93-6 2-Amino-1-phenylethanol 
• 124-38-9 carbon dioxide 
• 1499-00-9 2-phenylaziridine 
• 201230-82-2 carbon monoxide 
• 358365-86-3 tert-butyl N,N-dibromocarbamate 
• 7007-19-4 N-benzoyl-5-phenyl-oxazolidin-2-one 
• 5764-85-2 Ethyl 3-hydroxy-3-phenylpropanoate 
• 100-52-7 benzaldehyde 

Downstream Products

• 39547-65-4 5-methyl-3-nitroso-2-oxazolidinone 
• 86238-44-0 N-<(R)-1-(1-Naphthyl)ethyl>-(5S)-phenyl-2-oxazolidone-3-carboxamide 
• 86217-49-4 N-<(R)-1-(1-Naphthyl)ethyl>-(5R)-phenyl-2-oxazolidone-3-carboxamide 
• 7007-19-4 N-benzoyl-5-phenyl-oxazolidin-2-one 
• 20805-26-9 3-methyl-5-phenyloxazolidin-2-one 
• 117416-53-2 3-benzyl-5-phenyloxazolidin-2-one 
• 1019650-97-5 3-(2-aminopyridin-4-yl)-5-phenyl-1,3-oxazolidin-2-one 
• 1019648-91-9 N-(4-(2-oxo-5-phenyl-1,3-oxazolidin-3-yl)pyridin-2-yl)-N'-(pyridin-2-ylmethyl)urea 
• 1019651-24-1 bis(2,2,2-trichloroethyl)(4-(2-oxo-5-phenyl-1,3-oxazolidin-3-yl)pyridin-2-yl)imidodicarbonate 

Relevant academic research and scientific papers

Regiospecific Bi-Catalysed Domino C-N/C-S Bonds Formation: Synthesis of 1,4-Thiazines/1,4-Thiomorpholines

A domino Bi-catalysed C?N/C?S bond formation of N-sulfonylaziridines is developed with 1,4-dithiane-2,5-diol to give 3,4-dihydro-1,4-thiazines at room temperature. The use of Bi(OTf)3 as a catalyst, atom economy and regioselectivity are the important practical features. (Figure presented.).

Selective catalytic oxidative carbonylation of amino alcohols to ureas

Amino alcohols undergo W(CO)6-catalyzed oxidative carbonylation to the corresponding hydroxyalkylureas without protection of the hydroxyl group. Selected examples of 1,2-, 1,3-, 1,4-, and 1,5-amino alcohols were converted to the ureas in good to excellent yields, with only small amounts of the cyclic carbamates being formed. In contrast, the phosgene derivatives CDI and DMDTC undergo stoichiometric reactions with the amino alcohol substrates to afford ureas and cyclic carbamates with variable selectivity.

Identification of (6S)-cyclopropyl-6,7-dihydropyrazolo[1,5-a]pyrazine-5(4H)-carboxamines as new HBV capsid assembly modulators

GYH2-18 is a type II HBV CAM with 6,7-dihydropyrazolo[1,5-a]pyrazine-5(4H)-carboxamine (DPPC) skeleton discovered by Roche INC. A series of GYH2-18 derivatives were designed, synthesized and evaluated for their anti-HBV activity. Two compounds 2f and 3k exhibited excellent anti-HBV activity, low cytotoxicity and accepted oral PK profiles. Chiral separation of 2f and 3k was conducted successfully, and (6S)-cyclopropyl DPPC isomers 2f-1, 2f-3, 3k-1 and 3k-3 were identified to be much more active than the corresponding (6R)-ones. The preliminary structure-activity relationship, particle gel assay and molecular modeling studies were also discussed, which provide useful indications for guiding the further rational design of new (6S)-cyclopropyl DPPC analogues.

Diethylammonium iodide as catalyst for the metal-free synthesis of 5-aryl-2-oxazolidinones from aziridines and carbon dioxide

The catalytic potential of ammonium halide salts was explored in the coupling reaction of a model aziridine with carbon dioxide, highlighting the superior activity of [NH2Et2]I. Then, working at room temperature, atmospheric CO2 pressure and in the absenc

The catalytic system ‘Rhodamine B/additive’ for the chemical fixation of CO2

The catalytic system ‘Rhodamine B/additive’ was introduced to promote the CO2 reactions. We synthesized various cyclic carbonates in good to excellent yields under the catalysis of rhodamine B and TBAB. A variety of 2-oxazolidinone derivatives were obtained in the presence of rhodamine B and DBU.

Synthesis of Chiral 5-Aryl-2-oxazolidinones via Halohydrin Dehalogenase-Catalyzed Enantio- and Regioselective Ring-Opening of Styrene Oxides

An efficient biocatalytic approach for enantio- and regioselective ring-opening of styrene oxides with cyanate was developed by using the halohydrin dehalogenase HheC from Agrobacterium radiobacter AD1, generating the corresponding chiral 5-aryl-2-oxazoli

Design, Synthesis, and Biological Evaluation of a Series of Oxazolone Carboxamides as a Novel Class of Acid Ceramidase Inhibitors

Acid ceramidase (AC) is a cysteine hydrolase that plays a crucial role in the metabolism of lysosomal ceramides, important members of the sphingolipid family, a diversified class of bioactive molecules that mediate many biological processes ranging from cell structural integrity, signaling, and cell proliferation to cell death. In the effort to expand the structural diversity of the existing collection of AC inhibitors, a novel class of substituted oxazol-2-one-3-carboxamides were designed and synthesized. Herein, we present the chemical optimization of our initial hits, 2-oxo-4-phenyl-N-(4-phenylbutyl)oxazole-3-carboxamide 8a and 2-oxo-5-phenyl-N-(4-phenylbutyl)oxazole-3-carboxamide 12a, which resulted in the identification of 5-[4-fluoro-2-(1-methyl-4-piperidyl)phenyl]-2-oxo-N-pentyl-oxazole-3-carboxamide 32b as a potent AC inhibitor with optimal physicochemical and metabolic properties, showing target engagement in human neuroblastoma SH-SY5Y cells and a desirable pharmacokinetic profile in mice, following intravenous and oral administration. 32b enriches the arsenal of promising lead compounds that may therefore act as useful pharmacological tools for investigating the potential therapeutic effects of AC inhibition in relevant sphingolipid-mediated disorders.

Pyrazolopyrazine formamide compounds containing cipropropyl segments and application thereof

The invention relates to a 6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-formamide compound represented by a formula (I), an application, a preparation method and medical application thereof, and an anti-hepatitis B pharmaceutical composition taking the 6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-formamide compound as an effective component. More specifically, the invention relates to a 6-cyclopropyl-N-substituted phenyl-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-formamide compound, wherein in the formula (I), R, X and W are as described in the specification.

Cycloaddition of Aziridine with CO2/CS2 Catalyzed by Amidato Divalent Lanthanide Complexes

This is the first time that the amidato lanthanide amides ({LnLn[N(SiMe3)2]THF}2 (n = 1, Ln = Eu (1); n = 2, Ln = Eu (3), Yb (4); HL1 = tBuC6H4CONHC6H3(iPr)2; HL2 = C6H5CONHC6H3(iPr)2) and {L3Eu[N(SiMe3)2]THF}{L32Eu(THF)2} (2) (HL3 = ClC6H4CONHC6H3(iPr)2)) were applied in the cycloaddition reactions of aziridines with carbon dioxide (CO2) or carbon disulfide (CS2) under mild conditions. The corresponding oxazolidinones and thiazolidine-2-thiones were obtained in good to excellent yields with good functional group tolerance.

Regioselective Ring-Opening of Styrene Oxide Derivatives Using Halohydrin Dehalogenase for Synthesis of 4-Aryloxazolidinones

A biocatalytic approach towards a range of 4-aryloxazolidinones is developed using a halohydrin dehalogenase from Ilumatobacter coccineus (HheG) as biocatalyst. The method is based on the HheG-catalyzed α-position regioselective ring-opening of styrene oxide derivatives with cyanate as a nucleophile, producing the corresponding 4-aryloxazolidinones in moderate to good yields. Synthesis of enantiopure 4-aryloxazolidinones is also achievable using chiral epoxide materials. (Figure presented.).