85059-48-9

Upstream product

• 100-39-0 benzyl bromide 
• 67434-29-1 isocyanoacetylmorpholine 
• 150-30-1 Phenylalanine 
• 71921-02-3 2-benzyl-2-formamidoacetic acid methyl ester 
• 120301-87-3 N-(1-benzyl-2-morpholin-4-yl-2-oxo-ethyl)formamide 

Downstream Products

• 336105-97-6 6-[1-(4-benzyl-5-morpholin-4-yl-oxazol-2-yl)-heptylamino]-hexanoic acid methyl ester 
• 336105-90-9 [1-(4-benzyl-5-morpholin-4-yl-oxazol-2-yl)-heptyl]-[2-(3,4-dimethoxy-phenyl)-ethyl]-amine 
• 336105-94-3 [1-(4-benzyl-5-morpholin-4-yl-oxazol-2-yl)-butyl]-(4-methoxy-benzyl)-amine 
• 336105-92-1 [1-(4-benzyl-5-morpholin-4-yl-oxazol-2-yl)-heptyl]-(3-methyl-benzyl)-amine 
• 336105-96-5 [(4-benzyl-5-morpholin-4-yl-oxazol-2-yl)-cyclooctyl-methyl]-(4-fluoro-benzyl)-amine 
• 411222-61-2 [1-(4-benzyl-5-morpholin-4-yl-oxazol-2-yl)-heptyl]-butyl-amine 

Relevant academic research and scientific papers

Divergent Synthesis of Enantioenriched β-Functional Amines via Desymmetrization of meso-Aziridines with Isocyanides

A highly enantioselective ring-opening desymmetrization of meso-aziridines with isocyanides was achieved in the presence of a chiral N,N′-dioxide/Mg(OTf)2 complex. The in situ generated chiral 1,4-zwitterionic intermediates were successfully trapped by intramolecular oxygen- and carbon-based nucleophiles or exogenous H2O and TMSN3, enabling a collective synthesis of various chiral vicinal amino-oxazoles, spiroindolines, β-amino amides, and tetrazole derivative in moderate to high yields with excellent enantioselectivities.

Silver-Catalyzed Chemoselective [4+2] Annulation of Two Isocyanides: A General Route to Pyridone-Fused Carbo- and Heterocycles

A silver-catalyzed chemoselective [4+2] annulation of aryl and heteroaryl isocyanides with α-substituted isocyanoacetamides was developed for the facile and efficient synthesis of 2-aminoquinolones, naphthyridines, and phenanthrolines. A mechanism for this multistep domino reaction is proposed on the basis of a13C-labeling experiment, according to which an unprecedented chemoselective heterodimerization of two different isocyanides generates an α-amidoketenimine intermediate, which undergoes 1,3-amino migration to form an α-imidoylketene, followed by 6 π electrocyclization.

Substituted Oxazole Compounds with Analgesic Activity

Substituted oxazole derivatives corresponding to formula 1: a method for producing such compounds, pharmaceutical compositions containing such compounds, and the use of such compounds to treat pain, depression, urinary incontinence, diarrhoea, pruritus, a

Mono alkylation of α-isocyano acetamide to its higher homologues

Alkylation of α-isocyano acetamide (2) with alkyl halide in MeCN at 0 °C in the presence of cesium hydroxide afforded the mono-alkylated product 1 in good to excellent yield. Georg Thieme Verlag Stuttgart.

Multicomponent synthesis of epoxy-tetrahydronaphthyridine and structural diversification by subsequent fragmentation

Three-component reaction of an α-isocyanoacetamide 7, an homoallylamine 8 and an aldehyde 9 in methanol at room temperature provides oxa-bridged tricycle 4 in good to excellent yield as a mixture of two separable diastereoisomers. In this one-pot multicom

Synthesis of α-isocyano-α-alkyl(aryl)acetamides and their use in the multicomponent synthesis of 5-aminooxazole, pyrrolo[3,4-a]pyridin-5-one and 4,5,6,7-tetrahydrofuro[2,3-c]pyridine

α-Isocyano-β-phenylpropionamide 1 is synthesized from the corresponding amino acid in excellent yield. The unique reactivity of this bifunctional compound is exploited for the development of novel multicomponent synthesis of 5-aminooxazole 6, pyrrolo[3,4-

Truncated diastereoselective Passerini reaction, a rapid construction of polysubstituted oxazole and peptides having an α-hydroxy-β-amino acid component

The reaction of aldehydes and ketones, including aliphatic and aromatic ones, with amides of α-isocyano-β-phenylpropionic acid in toluene in the presence of lithium bromide gives 2,4,5-trisubstituted oxazoles in good to excellent yield. Protected chiral α

Antifungal Activities of &α-Isocyano-&β-phenylpropionamides

A variety of α-isocyano-β-phenylpropionamides were synthesized and their inhibitory activities examined against Sphaerotheca fuliginea and Cladosporium fulvum.Among them, N-cyclohexyl-α-isocyano-β-phenylpropionamide (3c) was chosen as the first candidate