286-18-0

Usage

Uses

Used in Chemical Synthesis:
7-Aza-bicyclo[4.1.0]heptane is used as a building block for the synthesis of various chemical compounds. Its unique structure allows for the creation of a wide range of molecules with potential applications in different industries.
Used in Pharmaceutical Industry:
7-Aza-bicyclo[4.1.0]heptane is used as a key intermediate in the development of pharmaceutical compounds. Its nitrogen-containing structure can be incorporated into drug molecules, potentially enhancing their therapeutic properties and effectiveness.
Used in Research and Development:
7-Aza-bicyclo[4.1.0]heptane is used as a subject of study in research and development settings. Its synthesis and properties are of interest to chemists and material scientists, who aim to improve the methods for producing 7-Aza-bicyclo[4.1.0]heptane and explore its potential applications in various fields.
Used in Material Science:
7-Aza-bicyclo[4.1.0]heptane is used as a component in the development of new materials. Its unique structure may contribute to the creation of materials with novel properties, such as improved strength, flexibility, or chemical reactivity.

Upstream product

• 931-16-8 (+/-)-trans-2-aminocyclohexanol 
• 28353-73-3 O-acetyl-2-cyclohexene-1-one oxime 
• 3349-62-0 cyclohex-2-enone oxime 
• 2228-75-3 (Z)-cyclohex-2-en-1-one oxime 
• 2229-00-7 cyclohexenone oxime hydrochloride 
• 64-17-5 ethanol 
• 110149-86-5 (+/-)-trans-1-benzoylamino-2-(toluene-4-sulfonyloxy)-cyclohexane 
• 141-52-6 sodium ethanolate 
• 623-11-0 1-methyl-4-nitrosobenzene 
• 132984-53-3 (+/-)-(trans-2-benzoylamino-cyclohexyl)-dimethyl sulfonium ; iodide 
• 132984-53-3 (+/-)-(cis-2-benzoylamino-cyclohexyl)-dimethyl sulfonium ; iodide 

Downstream Products

• 117864-55-8 N-[2-(7-aza-norcaran-7-yl)-cyclohexyl]-benzamide 
• 98289-71-5 trans-2-acetamidocyclohexanethiol 
• 69509-88-2 (+/-)-N-(trans-2-mercapto-cyclohexyl)-benzamide 
• 24417-01-4 7-Benzyl-7-aza-bicyclo[4.1.0]heptane 
• 4714-50-5 7-benzoyl-7-aza-bicyclo[4.1.0]heptane 
• 3721-20-8 N-(2-chlorocyclohexyl)benzamide 
• 96185-38-5 trans-2-(phenylsulfanyl)cyclohexan-1-amine 
• 67198-21-4 (±)-N,N-dimethyl-trans-1,2-diaminocyclohexane 
• 38361-99-8 (+/-)-N-methyl-trans-cyclohexane-1,2-diyldiamine 
• 90151-76-1 (+/-)-(trans-2-iodo-cyclohexyl)-dimethyl-amine 
• 21303-01-5 trans-2-phenoxycyclohexylamine 
• 1121-22-8 trans-1,2-Diaminocyclohexane 
• 10514-92-8 trans-2-amino-1-cyclohexanethiol 
• 931-12-4 trans-2-chloro-cyclohexylamine 

Relevant academic research and scientific papers

Efficient Direct Synthesis of Aziridine-Containing Chiral Tridentate Ligands by the Iminium-Mediated Self-Ring Opening Reaction of Enantiopure Aziridines and Salicylaldehydes

An efficient method for the direct synthesis of aziridine-containing chiral tridentate ligands was developed from enantiopure aziridines and salicylaldehydes. The method achieved the regiospecific cleavage of more substituted C?N bonds of aziridines through an iminium-mediated self-ring opening reaction of aziridines with up to 95% yield and complete inversion of configuration. The (S)-2-alkylaziridine-derived tridentate ligands displayed excellent activity and stereoselectivity in the zinc trifluoromethanesulfonate-catalyzed asymmetric aldol reactions of acetone and aromatic aldehydes. (Figure presented.).

Method for synthesizing trans-cyclohexyldiamine

The invention discloses a method for synthesizing trans-cyclohexyldiamine. The method comprises the following steps: by using epoxy cyclohexane as the raw material, carrying out ring opening with ammonia water, adding sulfuric acid for dewatering and salification, adding free alkali, carrying out ring opening with ammonia water, and distilling to obtain the trans-cyclohexyldiamine. The method has the advantages of high repetitiveness of the synthesis route, and simple and accessible raw materials, and provides an alternative scheme for obtaining the trans-cyclohexyldiamine pure product.

SYNTHESIS AND REACTIONS OF ORGANIC COMPOUNDS WITH NITROGEN ATOM. PART VIII. ACTION OF DIBORANE ON SOME CYCLIC O-ACETYL α,β-UNSATURATED ALDO- AND KETOXIMES

The reaction of diborane with O-acetyl 2-cyclohexenone oxime (6), 2-methyl-2-cyclohexenone oxime (10), 3-methyl-2-cyclohexenone oxime (14), 1-cyclohexenene-1-carboxaldehyde oxime (18) and 10-(2-pinenyl)carboxaldehyde oxime (21) has been examined.The influence of the O-acetyl oxime structure on the direction and stereochemistry of the reaction is described.

REDUCTION OF CONJUGATED CYCLOHEXENONE OXIMES WITH ALUMINIUM HYDRIDE

The reduction of representative conjugated cyclohexenone oximes with aluminium hydride in tetrahydrofuran yields 2-cyclohexenylamines and saturated aziridines - 7-azabicycloheptane derivatives, as the main reaction products.Small quantities of cyclohexylamines and perhydroazepines are also formed.Regioselectivity of the reduction depends on oxime configuration.Higher yields of 2-cyclohexenylamines are obtained from E than Z isomers.The reaction mechanism is proposed.

Umsetzung von 2-Azidoalkoholen mit Trialkylphosphiten. Bildung von Aziridinen und Amidophosphorsaeureestern via Imidophosphorsaeureester und 1,3,2λ5-Oxazaphospholidine

The 2-azidoalcohols 1 and 2 react with trialkyl phosphites to trialkyl (2-hydroxyalkyl)imidophosphates 10, 14, and 15 respectively, whereas the 2-azidoalcohols 3-7 yield the 2,2,2-trialkoxy-1,3,2λ5-oxazaphospholidines 16-22 under the same reaction conditions (Scheme 2).The dialkyl (2-hydroxyalkyl)amidophosphates 23, 25, and 27-34 are obtained by the reaction of 10, and 14-22 with water (Scheme 3 and 4).By reaction with alcohols, however, both the imidophosphates 10, 14, and 15 and the 1,3,2λ5-oxazaphospholidines 16-22 are transformed to aziridines 24, 26, and 35-38 (S cheme 5).The reactions of the imidophosphates seem to proceed via 1,3,2λ5-oxazaphospholidines.

Compounds with Bridgehead Nitrogen. Part 43. The Reaction between trans-2-Aminocycloalkanethiols and Formaldehyde

trans-2-Aminocyclopentanethiol condenses with formaldehyde to give rel-(3aR,6aR,9aR,12aR)-6,12-methanoperhydrodicyclopentanodithiadiazecine, whereas trans-2-aminocyclohexanethiol and trans-2-aminocycloheptanethiol give 1:1 mixture of diastereomeric bis(perhydrocycloalkanothiazol-3-yl)methanes.