4147-00-6

Usage

Pyrrolidine derivative

A type of chemical compound derived from pyrrolidine, which is a heterocyclic compound containing a nitrogen atom.
1-[4-(tert-butyl)-1-cyclohexen-1-yl]pyrrolidine is a derivative of the parent compound pyrrolidine.

tert-butyl group

A branched alkyl group with the structure (CH3)3C-.
The tert-butyl group is attached to the nitrogen atom in the compound.

Cyclohexenyl group

A six-membered ring with a double bond.
The cyclohexenyl group is also attached to the nitrogen atom in the compound.

Pharmaceutical research

The compound is used in pharmaceutical research.
1-[4-(tert-butyl)-1-cyclohexen-1-yl]pyrrolidine may have potential applications in the development of new drugs or therapies.

Potential biological activity

The compound may have biological activity, although its specific uses and effects are not widely documented.
Further research is needed to determine the exact biological effects and potential applications of 1-[4-(tert-butyl)-1-cyclohexen-1-yl]pyrrolidine.

Complex chemical structure

The compound has a complex structure with multiple functional groups.
The combination of the tert-butyl group, cyclohexenyl group, and pyrrolidine core contributes to the compound's unique properties and potential applications.

Applications in pharmacology

The compound may have potential applications in the field of pharmacology.
As a pyrrolidine derivative with unique structural features, 1-[4-(tert-butyl)-1-cyclohexen-1-yl]pyrrolidine could be a starting point for the development of new pharmaceuticals.

Other fields of science

The compound may also have potential applications in other scientific fields.
The unique structure and properties of 1-[4-(tert-butyl)-1-cyclohexen-1-yl]pyrrolidine could make it useful in areas such as materials science, chemistry, or biochemistry.

InChI:InChI=1/C14H25N/c1-14(2,3)12-6-8-13(9-7-12)15-10-4-5-11-15/h8,12H,4-7,9-11H2,1-3H3

Upstream product

• 123-75-1 pyrrolidine 
• 98-53-3 4-tercbutyl-cyclohexanone 
• 77412-96-5 1-trifluoromethanesulfonyloxy-4-t-butylcyclohexene 

Downstream Products

• 16120-95-9 4-tert.-Butyl-2-(3-acetoxy-propyl)-cyclohexanon 
• 74152-78-6 7-tert-butyl-1-(4-nitro-phenyl)-3-phenyl-4a-pyrrolidin-1-yl-4a,5,6,7,8,8a-hexahydro-1H-benzo[1,3,4]oxadiazine 
• 74152-77-5 7-tert-butyl-3-(4-nitro-phenyl)-1-phenyl-4a-pyrrolidin-1-yl-4a,5,6,7,8,8a-hexahydro-1H-benzo[1,3,4]oxadiazine 
• 40571-96-8 ethyl 5-(tert-butyl)-2-oxocyclohexanecarboxylate 
• 69007-46-1 6-(1,1-dimethylethyl)-3,4,5,6,7,8-hexahydronaphthalen-2(1H)-one 
• 24817-22-9 8-tert-butylbicyclo<4.4.0>dec-1-en-3-one 
• 74152-76-4 7-tert-butyl-1,3-diphenyl-4a-pyrrolidin-1-yl-4a,5,6,7,8,8a-hexahydro-1H-benzo[1,3,4]oxadiazine 
• 83465-95-6 (4R,4aS,6S,8aS)-6-tert-Butyl-3-methyl-4-phenyl-8a-pyrrolidin-1-yl-4a,5,6,7,8,8a-hexahydro-4H-benzo[e][1,2]oxazine 2-oxide 
• 86317-39-7 2-t-butyl-9-phenyl-4a-pyrrolidin-1-yl-1,2,3,4,4a,5,6,7,8,9a-decahydroxanthen 
• 74994-71-1 (2R*,αR*)-trans-pyrrolidin-1-yl-2-<α-(methylsulphonyl)-β-phenylethyl>-4-t-butylcyclohex-6-ene 
• 83321-12-4 (2R,4R)-4-tert-Butyl-2-(2-nitro-2-phenyl-ethyl)-cyclohexanone 
• 83321-12-4 (2S,4R)-4-tert-Butyl-2-(2-nitro-2-phenyl-ethyl)-cyclohexanone 
• 35394-07-1 4-tert-butyl-2-methoxycyclohexanone 
• 80330-97-8 N'-Benzoyl-N-[3-(N'-benzoyl-N-ethoxycarbonyl-hydrazino)-5-tert-butyl-2-oxo-cyclohexyl]-hydrazinecarboxylic acid ethyl ester 

Relevant academic research and scientific papers

Synthesis of Substituted Anilines from Cyclohexanones Using Pd/C-Ethylene System and Its Application to Indole Synthesis

The synthesis of anilines and indoles from cyclohexanones using a Pd/C-ethylene system is reported. A simple combination of NH4OAc and K2CO3 under nonaerobic conditions was found to be the most suitable to perform this reaction. Hydrogen transfer between cyclohexanone and ethylene generates the desired products. The reaction tolerates a variety of substitutions on the starting cyclohexanones.

1 microwave-induced montmorillonite-mediated facile synthesis of enamines

Montmorillonite clay-mediated simple and high yielding protocol for the synthesis of various enamines with secondary amines and ketones is developed under microwave condition. This protocol is very convenient to accesses the enamines from cyclic amines with various carbonyl compounds in high yield under mild reaction conditions with short reaction time.

Diastereoselectivity control of the radical carboazidation of substituted methylenecyclohexanes

A systematic study of the diastereoselectivity of the radical carboazidation of methylenecyclohexane derivatives is presented. Several substitution patterns leading to a high level of stereocontrol have been identified. Axial attack is the preferred reaction pathway for cyclohexyl radicals, and excellent stereoselectivities can be obtained by introducing an axial substitutent at position 2. In this case, a second equatorial substituent at position 2 may be tolerated without a large detrimental effect on the diastereoselectivity. Finally, a high level of equatorial attack is observed with a very bulky substituent at position 2.

COMPOUNDS FOR ALZHEIMER'S DISEASE

The invention provides novel compounds useful for the treatment of neurodegenerative disorders including Alzheimer's disease and dementia. The compounds have a substituents chosen from -L-C(═O)OH, -L-CH═CHC(═O)OH, -L-C(═O)NH2, -L-C(═O)NH(C1-3 alkyl), -L-C(═O)N(C1-3 alkyl)2, -L-S(═O)2(C1-3alkyl), -L-S(═O)2NH2, -L-S(═O)2N(C1-3 alkyl)2, -L-S(═O)2NH(C1-3 alkyl), -L-C(═O)NHOH, -L-C(═O)CH2NH2, -L-C(═O)CH2OH, -L-C(═O)CH2SH, -L-C(═O)NHCN, -L-NHC(═O)ORo, -L-C(═O)NHRo, -L-NH(C═O)NHRo, -L-C(═O)N(Ro)2, -L-NH(C═O)N(Ro)2, -L-sulfo, -L-(2,6 difluorophenol), -L-phosphono, and -L-tetrazolyl, where L is a linker.

COMPOUNDS FOR DISEASES AND DISORDERS

The invention provides novel compounds useful for the treatment of disorders associated with a defect in vesicular transport (e.g., axonal transport). The compounds have a substituents chosen from -L-C(=O)OH, -L-CH=CHC(=O)OH, -L-C(=O)NH2, -L-C(=O)NH(C1-3 alkyl), -L-C(=O)N(C1-3 alkyl)2, -L-S(=O)2(C1-3alkyl), -L-S(=O)2NH2, -L-S(=O)2N(C1-3 alkyl)2, -L-S(=O)2NH(C1-3 alkyl), -L-C(=O)NHOH, -L-C(=O)CH2NH2, -L-C(=O)CH2OH, -L-C(=O)CH2SH, -L-C(=O)NHCN, -L-NHC(=O)ORo, -L-C(=O)NHRo, -L-NH(C=O)NHRo, -L-C(=O)N(Ro)2, -L-NH(C=O)N(Ro)2, -L-sulfo, -L-(2,6 difluorophenol), -L-phosphono, and -L-tetrazolyl, where L is a linker.

COMPOUNDS FOR ALZHEIMER'S DISEASE

The invention provides novel compounds useful for the treatment of neurodegenerative disorders including Alzheimer's disease and dementia. The compounds have a substituents chosen from -L-C(=O)OH, -L-CH=CHC(=O)OH, -L-C(=O)NH2, -L-C(=O)NH(C1-3 alkyl), -L-C(=O)N(C1-3 alkyl)2, -L-S(=O)2(C1-3alkyl), -L-S(=O)2NH2, -L-S(=O)2N(C1-3 alkyl)2, -L-S(=O)2NH(C1-3 alkyl), -L-C(=O)NHOH, -L-C(=O)CH2NH2, -L-C(=O)CH2OH, -L-C(=O)CH2SH, -L-C(=O)NHCN, -L-NHC(=O)ORo, -L-C(=O)NHRo, -L-NH(C=O)NHRo, -L-C(=O)N(Ro)2, -L-NH(C=O)N(Ro)2, -L-sulfo, -L-(2,6 difluorophenol), -L-phosphono, and -L-tetrazolyl, where L is a linker.

Palladium catalysed enamine synthesis from vinyl triflates

Vinyl triflates can be converted into the corresponding enamines by treatment with a secondary amine, Cs2CO3 and a catalyst generated from Pd(OAc)2 and rac-BINAP.

Axial/equatorial proportions for 2-substituted cyclohexanones

Axial-equatorial conformational proportions have been measured for 2- substituted cyclohexanones in chloroform by the Eliel method for F, Cl, Br, I, MeO, MeS, Me2N, MeSe, and Me. For the first seven of these, at least five experimentally independent measurables were used and the resulting conformational preferences appear to be accurate to within 10%. Systematic errors degraded the results for MeSe and Me. For Me2N, the conformational preference also was measured for the first time at slow exchange in the low- temperature 13C spectrum in several solvents. In chloroform, steric and polar effects contribute to the conformational preferences, with steric effects dominant for large groups such as I and MeS.

Stereoselective Reductions of Substituted Cyclohexyl and Cyclopentyl Carbon-Nitrogen ? Systems with Hydride Reagents

Reductions of 3- and 4-substituted cyclohexyl imines, iminium salts, and enamines (via iminium ions) with various hydride reagents reveal that while small reagents (NaBH4, NaBH3CN) favor axial approach as observed with the corresponding ketones, even moderately bulky reagents (i.e., acetoxyboranes) attack preferentially from the equatorial side.This is in direct contrast to the results observed for the same reagents with the corresponding ketones and is interpreted as implying that additional steric interactions induced by the nitrogen substituents encumber axial attack by substituted hydride reagents and force approach from the equatorial direction.The very bulky tri-sec-butylborohydride anion affords highly stereodiscriminating equatorial attack.Reductions of 2-alkylcyclohexyl and 2-alkylcyclopentyl imines and enamines also proceed with high stereoselectivity to give cis-2-alkyl cyclic amines with both hindered and unhindered reagents.This is interpreted to be the result of (1) augmented steric interactions between nitrogen substituents and equatorial 2-alkyl groups (1,3-allylic strain) which induces conformational changes to favor the axial 2-alkyl conformer and (2) hindrance toward equatorial approach by reagents induced by axial alkyl substituents.The result is that equatorial approach is favored with equatorial 2-alkyl conformers and preferential axial approach with axial 2-alkyl conformers, leading to stereoselective production of cis-2-alkylamines. trans-2-n-Propyl-4-tert-butylcyclohexanone is reduced by LiBH(sec-Bu)3 preferentially from the axial direction in contrast to the usual highly selective equatorial attack observed with other cyclohexanones.

BICYCLIC 1,2-OXAZINE N-OXIDES. DIFFERENT BEHAVIOUR IN RING FISSION BETWEEN SYSTEMS DERIVED FROM 5- AND 6-MEMBERED RING CYCLIC ENAMINES

1,2-Oxazine N-oxides derived from aminocyclohexenes open into the corresponding nitroalkylated trisubstituted enamines, whereas those derived from aminocyclopentenes give stable tetrasubstituted enamines.Both open-chain systems are easily hydrolyzed to the corresponding χ-nitrocycloalkanones.