54561-75-0

Upstream product

• 607367-17-9 2-benzyl-malonic acid benzyl ester methyl ester 
• 67-56-1 methanol 
• 616-75-1 2-benzylmalonic acid 
• 100-39-0 benzyl bromide 
• 124-38-9 carbon dioxide 
• 103-26-4 Methyl cinnamate 
• 1002717-68-1 benzyl-malonic acid ethyl ester methyl ester 
• 108-86-1 bromobenzene 
• 292638-85-8 acrylic acid methyl ester 
• 49769-78-0 2-benzyl-malonic acid dimethyl ester 

Downstream Products

• 72594-94-6 N-(tert-butyloxycarbonyl)-N'-<(RS)-α-(methoxycarbonyl)-β-phenylpropionyl>-β,β-diaminopropionic acid 
• 72594-83-3 benzyl N^β-(benzyloxycarbonyl)-N^α-<(RS)-α-(methoxycarbonyl)-β-phenylpropionyl>-L-α,β-diaminopropionate 
• 64789-45-3 benzyl N-<(RS)-α-(methoxycarbonyl)-β-phenylpropionyl>-N'-(benzyloxycarbonyl)-α,α-diaminoacetate 
• 208455-15-6 (2S,5S)-1-[(2S,R)-methoxycarbonyl-3-phenyl-propionyl]-5-(2-hydroxyethyl)pyrrolidine-2-carboxylic acid tert-butyl ester 
• 852233-48-8 methyl 2-benzyl-3-{[4-(4-cyanobenzyl)-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-7-yl]amino}-3-oxopropanoate 
• 852233-57-9 2-benzyl-N-[4-(4-cyanobenzyl)-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-7-yl]-3-oxo-β-alanine 
• 852233-50-2 methyl 3-[(4-{4-[amino(hydroxyimino)methyl]benzyl}-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-7-yl)amino]-2-benzyl-3-oxopropanoate 
• 852233-51-3 methyl 2-benzyl-3-oxo-3-({3-oxo-4-[4-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)benzyl]-3,4-dihydro-2H-1,4-benzoxazin-7-yl}amino)propanoate 
• 852233-54-6 ethyl [(2-benzyl-3-{[4-(4-cyanobenzyl)-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-7-yl]amino}-3-oxopropano-yl)amino]acetate 
• 852233-55-7 2-{2-[4-(4-cyano-benzyl)-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-7-ylcarbamoyl]-3-phenyl-propionylamino}-propionic acid ethyl ester 
• 852233-61-5 ethyl 2-({3-[(4-{4-[amino(hydroxyimino)methyl]benzyl}-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-7-yl)amino]-2-benzyl-3-oxopropanoyl}amino)acetate 
• 852233-58-0 ethyl 2-{[2benzyl-3-oxo-3-({3-oxo-4-[4-(5-oxo-4,5-dihydro-1,2,4-xodiazol-3-yl)benzyl]-3,4-dihydro-2H-1,4-benzoxazin-7-yl}amino)propanoyl]amino}acetate 
• 852233-59-1 2-(2-{3-oxo-4-[4-(5-oxo-4,5-dihydro-[1,2,4]oxadiazol-3-yl)-benzyl]-3,4-dihydro-2H-benzo[1,4]oxazin-7-ylcarbamoyl}-3-phenyl-propionylamino)-propionic acid ethyl ester 
• 852233-56-8 diethyl (2S)-2-[(2-benzyl-3-{[4-(4-cyanobenzyl)-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-7-yl]amino}-3-oxopropanoyl)amino]pentanedioate 

Relevant academic research and scientific papers

Enantioselective Synthesis of Medium-Sized-Ring Lactones via Iridium-Catalyzed Z-Retentive Asymmetric Allylic Substitution Reaction

Medium-sized rings are important structural units, but their synthesis, especially in a highly enantioselective manner, has been a great challenge. Herein we report an enantioselective synthesis of medium-sized-ring lactones by an iridium-catalyzed Z-retentive asymmetric allylic substitution reaction. The reaction features mild conditions and a broad substrate scope. Various eight- to 11-membered-ring lactones can be afforded in moderate to excellent yields (up to 88%) and excellent enantioselectivity (up to 99% ee). The utilization of both Z-allyl precursors and an Ir catalyst is critical for the medium-sized-ring formation.

Cobalt-Catalyzed Highly Regioselective Three-Component Arylcarboxylation of Acrylate with Aryl Bromides and Carbon Dioxide

Cobalt-catalyzed regioselective three-component arylcarboxylation of acrylate with aryl bromides and carbon dioxide has been developed. The reaction is carried out by using cobalt chloride as a precatalyst and zinc powder as a reducing reagent under CO2 (1 atm) at 40 °C. A range of aryl bromides are used for this reaction, leading to a series of valuable carboxylic acids with high regioselectivity and functional-group compatibility. Mechanistic experiments and DFT calculations indicate that this arylcarboxylation reaction involves the reaction of CO2 with a cobalt enolate intermediate to form the C?C bond.

Palladium-Catalyzed [3 + 2]-C-C/N-C Bond-Forming Annulation

The synthesis of bi- and tricyclic structures incorporating pyrrolidone rings is disclosed, starting from resonance-stabilized acetamides and cyclic α,β-unsaturated-γ-oxycarbonyl derivatives. This process involves an intermolecular Tsuji-Trost allylation/intramolecular nitrogen 1,4-addition sequence. Crucial for the success of this bis-nucleophile/bis-electrophile [3 + 2] annulation is its well-defined step chronology in combination with the total chemoselectivity of the former step. When the newly formed annulation product carries a properly located o-haloaryl moiety at the nitrogen substituent, a further intramolecular keto α-arylation can join the cascade, thereby forming two new cycles and three new bonds in the same synthetic operation.

Rhodium-Catalyzed Hydrocarboxylation of Olefins with Carbon Dioxide

The catalytic hydrocarboxylation of styrenes derivatives and α,β-unsaturated carbonyl compounds with CO2(101.3 kPa) in the presence of an air-stable rhodium catalyst was explored. The combination of [RhCl(cod)]2(cod = cyclooctadiene) as a catalyst and diethylzinc as a hydride source allowed for effective hydrocarboxylation and provided the corresponding α-aryl carboxylic acids in moderate to excellent yields. In this catalytic process with carbon dioxide, intervention of the RhI–H species, which could be generated from the RhIcatalyst and diethylzinc, was clarified. Significantly, the catalytic asymmetric hydrocarboxylation of α,β-unsaturated esters with carbon dioxide was also performed by employing a cationic rhodium complex possessing (S)-(–)-4,4′-bi-1,3-benzodioxole-5,5′-diylbis(diphenylphosphine) [(S)-SEGPHOS] as a chiral diphosphine ligand. A plausible model for asymmetric induction was proposed by determination of the absolute configuration of the product.

The synthesis of α-azidoesters and geminal triazides

Three simple methods for the synthesis of geminal triazides are described: Starting from 1) 3-oxocarboxylic acids, 2) iodomethyl ketones, or 3) terminal olefins, a range of triazidomethyl ketones can be constructed under mild oxidative reaction conditions by the use of IBX-SO3K, a sulfonylated derivative of 2-iodoxybenzoic acid (IBX), and NaN3 as an azide source. This is the first report of representatives of this novel class of triazide compounds: Despite their high nitrogen content, the geminal triazides are easy to handle, even when preparative-scale syntheses are performed. (Caution: These procedures still require protective measures!) The triazides are now broadly available for further studies regarding their properties and reactivity. Furthermore, we show how the method can be used to provide α-azidoesters, which are potential building blocks for amino acids. Either/or: Geminal triazides are rapidly constructed with broad scope by the use of oxocarboxylic acids, iodomethyl ketones, or terminal olefins as starting substrates in oxidative azidations with a mild derivative of 2-iodoxybenzoic acid and sodium azide. Along with this little-studied class of organic azides, α-azidoesters were also synthesized.

Toward a novel class of antithrombotic compounds with dual function. Discovery of 1,4-benzoxazin-3(4H)-one derivatives possessing thrombin inhibitory and fibrinogen receptor antagonistic activities

A novel class of potential antithrombotic compounds with moderate thrombin inhibitory and fibrinogen receptor antagonistic activity is described. Combination of anticoagulant and antiaggregatory activity in the same molecular entity is presented as a new

ANTITHROMBOTIC COMPOUNDS WITH DUAL FUNCTION

The present invention comprises compounds of the general formula (I) : and pharmaceutically acceptable salts thereof, wherein the substituents have in the description specified meaning. The compounds are used as antithrombotic agents possessing inhibitory

FIVE-MEMBERED HETEROCYCLES USEFUL AS SERINE PROTEASE INHIBITORS

The present invention provides a method for treating a thrombotic or an inflammatory disorder administering to a patient in need thereof a therapeutically effective amount of at least one compound of Formula (I) or Formula (V): (I) [INSERTCHEMICAL STRUCTURE HERE] (V)[INSERT CHEMICAL STRUCTURE HERE] or a stereoisomer or pharmaceutically acceptable salt or solvate form thereof, wherein the variables A, L, Z, R3, R4, R6, R11, X1, X2, and X3 are as defined herein. The compounds of Formula (I) are useful as selective inhibitors of serine protease enzymes of the coagulation cascade and/or contact activation system; for example thrombin, factor Xa, factor XIa, factor IXa, factor VIIa and/or plasma kallikrein. In particular, it relates to compounds that are selective factor XIa inhibitors. This invention also provides compounds within the scope of Formula I and relates to pharmaceutical compositions comprising these compounds.