50697-48-8

Upstream product

• 75-52-5 nitromethane 
• 15798-64-8 cis-crotonaldehyde 
• 123-73-9 trans-Crotonaldehyde 
• 2985-50-4 3-methyl-4-nitrobutyric acid ethyl ester 
• 10544-63-5 ethyl crotonate 
• 123-73-9 crotonaldehyde 

Downstream Products

• 1160561-93-2 (4-methyl-5-nitropent-1-enyl)phenylsulfide 
• 362632-39-1 [(S)-1-(1-benzyl-3-hydroxy-5-methylazepan-4-ylcarbamoyl)-3-methylbutyl]carbamic acid tert-butyl ester 
• 362510-54-1 1-benzyl-5-methyl-4-nitroazepan-3-ol 
• 914220-92-1 [benzyl-(3-methyl-4-nitro-butyl)-amino]-acetaldehyde 
• 362510-56-3 4-amino-1-benzyl-5-methylazepan-3-ol 
• 362510-52-9 2-[benzyl(3-methyl-4-nitrobutyl)amino]ethanol 

Relevant academic research and scientific papers

Synthesis of 4,6-difluoro-5-hydroxy-(α-methyl)tryptamine and 4,6-difluoro-5-hydroxy-(β-methyl)tryptamine as potential selective monoamine oxidase B inhibitors

Condensation of 4-nitro-1-pentanal and 4-nitropentanal 3-methylbutanal with 3,5-difluoro-4-methoxyphenylhydrazine afforded 4,6-difluoro-5-methoxy-3-(2′-nitro)propylindole 4a and 4,6-difluoro-5-methoxy-3-(1′-methyl-2′-nitro)ethylindole 4b, respectively, in one step. Reduction of the nitro group with lithium aluminum hydride followed by removal of the methyl ether with boron tribromide produced the title compounds. They were inactive as MAO B inhibitors.

A Triazole Organocatalyst with Spiropyrrolidine Framework and its Application to the Catalytic Asymmetric Addition of Nitromethane to α,β-Unsaturated Aldehydes

A series of new water-compatible "spiropyrrolidine triazole" catalysts was designed and synthesized. The asymmetric Michael addition of nitromethane and α,β-unsaturated aldehydes in an aqueous system was investigated to evaluate these new catalysts, and the resulting adducts were obtained with excellent enantioselectivity (up to 95.5% ee) and moderate to good yield (63-88%).

Reduced graphene oxide supported piperazine in aminocatalysis

Reduced graphene oxide (rGO) has been used as a support for piperazine to provide a heterogeneous bifunctional organocatalyst (rGO-NH) that is able to efficiently promote vintage organic transformations such as Knoevenagel, Michael and aldol reactions. The obtained results suggest a significant role of the support in the course of these reactions. This journal is the Partner Organisations 2014.

Base-catalysed intramolecular hydroamination of vinyl sulfiies

Small amounts of n-butyllithium catalyse the highly efficient hydroamination of a large variety of vinyl sulfides. This novel methodology offers an easy access to a wide range of nitrogen heterocycles, including simple pyrrolidines and piperidines, as well as more complex bicyclic compounds. Subsequent transformations of the sulfur group led to the formation of functionalised alkaloid-like substructures. Wiley-VCH Verlag GmbH & Co. KGaA.

Water-compatible iminium activation: Organocatalytic Michael reactions of carbon-centered nucleophiles with enals

(Chemical Equation Presented) A pool of water-compatible catalysts, namely the chiral prolinol-based catalysts 1, has been developed for highly enantioselective C-C bond-forming Michael reactions in water (see scheme). The synthesis of (S)-Rolipram, a type IV phosphodiesterase inhibitor, was also demonstrated.

Structure activity relationships of 5-, 6-, and 7-methyl-substituted azepan-3-one cathepsin K inhibitors

The syntheses, in vitro characterizations, and rat and monkey in vivo pharmacokinetic profiles of a series of 5-, 6-, and 7-methyl-substituted azepanone-based cathepsin K inhibitors are described. Depending on the particular regiochemical substitution and

Protease inhibitors

The present invention provides C3-C6 1-amino-1-acyl cycloalkane-substituted 4-amino-azepan-3-one protease inhibitors and pharmaceutically acceptable salts, hydrates and solvates thereof which inhibit proteases, including cathepsin K,

Chemical transformation of substrates using nonmetallic, organic catalyst compositions

A method is provided for catalytically transforming a functional group within a first reactant by reaction with a second reactant in the presence of a nonmetallic, organic catalyst composition composed of a heteroatom-containing activator and an acid, or a salt of a heteroatom-containing activator and an acid. Exemplary first reactants are α,β-unsaturated carbonyl compounds such as α,β-unsaturated ketones and α,β-unsaturated aldehydes. The heteroatom of the activator is a Group 15 or Group 16 element such as nitrogen, oxygen, sulfur or phosphorus, and exemplary heteroatom-containing activators are amines. Chiral heteroatom-containing activators can be used to catalyze enantioselective reactions, such that a chiral product is obtained from a chiral or achiral starting material in enantiomerically pure form.

1,4-ADDITION OF NITROMETHANE TO α,β-UNSATURATED ALDEHYDES AND KETONES IN THE PRESENCE OF AN INTERPHASE-TRANSFER CATALYST

By the use of triethylbenzylammonium chloride it was possible to realize the selective addition of nitromethane to 3-methyl-3-penten-2-one and crotonaldehyde by the Michael reaction with the formation of 1:1 adducts in the presence of potassium carbonate under anhydrous conditions.