73013-83-9

Upstream product

• 1191-95-3 cyclobutanone 
• 6921-34-2 benzylmagnesium chloride 
• 100-58-3 phenylmagnesium bromide 

Downstream Products

• 5244-75-7 benzylidenecyclobutane 
• 568590-99-8 (S)-2-(1-Benzyl-cyclobutoxycarbonylamino)-hexanoic acid methyl ester 
• 736143-94-5 ((S)-1-Hydroxymethyl-pentyl)-carbamic acid 1-benzyl-cyclobutyl ester 
• 784182-04-3 (S)-2-(1-Benzyl-cyclobutoxycarbonylamino)-hexanoic acid 
• 60278-20-8 5-oxo-6-phenylhexanenitrile 
• 80086-21-1 5-chloro-1-phenylpentane-2-one 
• 93714-50-2 1-Phenylspiro<2.3>hexane 

Relevant academic research and scientific papers

Silver-Promoted Radical Ring-Opening/Pyridylation of Cyclobutanols with N-Methoxypyridinium Salts

The silver-promoted reaction of tertiary cyclobutanols with N-methoxypyridinium salts enables the efficient synthesis of a range of C2-substituted pyridines. The overall process likely occurs by ring-opening (via β-scission) of the cyclobutoxy radical to generate the corresponding γ-keto alkyl radical that itself adds to the pyridinium salt. A wide range of tertiary cyclobutanols and N-methoxypyridinium salts are compatible with the reaction conditions.

Synthesis of 1-Pyrroline by Denitrogenative Ring Expansion of Cyclobutyl Azides under Thermal Conditions

We herein report an efficient and systematic synthesis of 1-pyrrolines from cyclobutyl azides under thermal and neutral conditions. The reaction proceeded without any additional reagents, and nitrogen was generated as the sole by-product. Furthermore, the generated 1-pyrrolines could be continuously transformed into pyrroles, N-Boc-amines, and oxaziridines in an one-pot manner. (Figure presented.).

INHIBITORS OF NOROVIRUS AND CORONAVIRUS REPLICATION

Compounds of Formula (I) and methods of inhibiting the replication of viruses in a biological sample or patient, of reducing the amount of viruses in a biological sample or patient, and of treating a virus infection in a patient, comprising administering to said biological sample or patient an effective amount of a compound represented by Formula (I), a compound of Table A or B or a pharmaceutically acceptable salt thereof.

Manganese-Catalyzed Electrochemical Deconstructive Chlorination of Cycloalkanols via Alkoxy Radicals

A manganese-catalyzed electrochemical deconstructive chlorination of cycloalkanols has been developed. This electrochemical method provides access to alkoxy radicals from alcohols and exhibits a broad substrate scope, with various cyclopropanols and cyclobutanols converted into synthetically useful β- and γ-chlorinated ketones (40 examples). Furthermore, the combination of recirculating flow electrochemistry and continuous inline purification was employed to access products on a gram scale.

Biologically active compounds

The present invention relates to compounds of formula (I), and pharmaceutically acceptable salts thereof. The invention further relates to pharmaceutical compositions comprising compounds of formula (I), and the use of such compounds in the treatment of a disease selected from osteoporosis, Paget's disease, Chagas's disease, malaria, gingival diseases, hypercalaemia, metabolic bone disease and diseases involving matrix or cartilate degradation.

Photolysis of 1-alkylcycloalkanols in the presence of (diacetoxyiodo) benzene and I2. Intramolecular selectivity in the β-scission reactions of the intermediate 1-alkylcycloalkoxyl radicals

The C-C β-scission reactions of 1-alkylcycloalkoxyl radicals, generated photochemically by visible light irradiation of CH2Cl 2 solutions containing the parent 1-alkylcycloalkanols, (diacetoxy)-iodobenzene (DIB), and I2, have been investigated through the analysis of the reaction products. The 1-alkylcycloalkoxyl radicals undergo competition between ring opening and C-alkyl bond cleavage as a function of ring size and of the nature of the alkyl substituent. With the 1-propylcycloheptoxyl, 1-propylcyclooctoxyl, and 1-phenylcyclooctoxyl radicals, formation of products deriving from an intramolecular 1,5-hydrogen atom abstraction reaction from the cycloalkane ring has also been observed. The results are discussed in terms of release of ring strain associated to ring opening, stability of the alkyl radical formed by C-alkyl cleavage, and with cycloheptoxyl and cyclooctoxyl radicals, also in terms of the possibility of achieving a favorable geometry for intramolecular hydrogen atom abstraction.

Synthesis, Structure, and Reactions of Stable Titanacyclopentanes

Titanacyclic compounds of the formula Cp*2Ti(CH2CH2C(CH2CHR)CH2) (5a; R=H and 5b; R=C6H5, Cp*=pentamethylcyclopentadienyl), the first stable titanacyclopentanes, have been prepared by the reaction of bis(pentamethylcyclopentadienyl)titanium-ethylene complex (3) with methylenecyclopropanes (4), and their structures were determined based on both spectroscopic data and X-ray crystallography.Complex 5b crystallized in space group P21/a (Z=4) with cell constants, a=21.832(3), b=8.580(1), c=14.759(2) Angstroem, β=96.81(1) deg, U=2744.9(6) Angstroem3 (4261 reflections, R=0.053).The reaction of 5 with carbon monoxide afforded spiroheptan-5-ones in 98percent yield.The thermal decomposition of 5 has been investigated, and possible mechanisms of the reactions have been proposed based on deuterium-labeled experiments.A novel formal reductive elimination of organic ligands giving 1-phenylspirohexane has been observed in the thermolysis of 5b.A structure-reactivity relationship has been discussed.

New Approach to the Mechanism of the Reaction between Benzyl Grignard Reagents and Carbonyl Compounds

The reaction of the magnesium chloride with ketones can lead to the formation of ortho alcohols 4, normal alcohols 3, or enolates.We propose a mechanism for the reaction whose first step, as in the case of aldehydes, is a reversible attack of the ketone at the ortho position of the benzylic Grignard reagent, which can then lead to the formation of the normal alcohol and/or enolate.The fact that benzylmagnesium chloride reacts with cyclobutanone to give a diol analogous to that obtained in reactions with aldehydes, while its reaction with 1,1,1-trifluoro-2-propanone does not give a diol, leads us to propose an interpretation involving steric effects in the rearrangement alkoxide.In the case of ketones, these steric interactions generally prevent the Prins-type reaction leading to diols.