1468-87-7

Basic information

• Product Name: cis-7-Azabicyclo[3.3.0]octane
• Synonyms: cis-7-Azabicyclo[3.3.0]octane;(3aR,6aS)-octahydrocyclopenta[c]pyrrole;(3aR,6aS)-rel-Octahydrocyclopenta[c]pyrrole
• CAS NO: 1468-87-7
• Molecular Formula: C₇H₁₃N
• Molecular Weight: 111.1848
• Mol File: 1468-87-7.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 165℃
• Flash Point: 45℃
• Appearance: /
• Density: 0.934
• Refractive Index: 1.478
• PKA: 11.53±0.20(Predicted)
• CAS DataBase Reference: cis-7-Azabicyclo[3.3.0]octane(CAS DataBase Reference)
• NIST Chemistry Reference: cis-7-Azabicyclo[3.3.0]octane(1468-87-7)
• EPA Substance Registry System: cis-7-Azabicyclo[3.3.0]octane(1468-87-7)

Safety Data

• Hazardous Substances Data: 1468-87-7(Hazardous Substances Data)

Usage

General Description

Cis-7-Azabicyclo[3.3.0]octane, also known as 7-Azabicyclo[3.3.0]octane or norbornane, is a chemical compound with a bicyclic structure. It is a colorless liquid at room temperature and is commonly used as a precursor in the synthesis of various pharmaceutical and agrochemical compounds. It can also be used as a chiral building block in organic synthesis. Cis-7-Azabicyclo[3.3.0]octane exhibits stereoisomerism due to the cis configuration of its ring structure and is known for its stability and low reactivity. It is important in the field of organic chemistry and has a wide range of applications in the pharmaceutical and chemical industries.

InChI:InChI=1/C7H13N/c1-2-6-4-8-5-7(6)3-1/h6-8H,1-5H2/t6-,7+

Upstream product

• 118989-10-9 N-benzyl-3-aza<3.3.0>bicyclooctane 
• 5763-44-0 4,5,6,6a-tetrahydro-3aH-cyclopenta[c]pyrrole-1,3-dione 
• 54095-53-3 cyclopent-1-ene-1,2-dicarbonitrile 
• 118989-00-7 N-(1'-tert-butoxy-2'-butyl)-3-aza<3,3,0>bicyclooctane 
• 118989-06-3 N-(1'-hydroxy-2'-butyl)-3-aza-3,3,0-bicyclooctane 
• 187329-14-2 N-chloro-3-azabicyclo[3.3.0]octane 
• 252662-66-1 ethyl 2-(nitromethyl)-1-cyclopentenecarboxylate 
• 56593-76-1 hexahydrocyclopenta[c]pyrrole-1(2H)-one 
• 611-10-9 2-ethoxycarbonyl-1-cyclopentanone 

Downstream Products

• 54528-00-6 N-amino-aza-3-bicyclo<3.3.0>octane 
• 54104-88-0 2-p-tolyl-octahydro-cyclopenta[c]pyrrole 
• 1227703-21-0 (3aR,6aS)-1,3a,4,5,6,6a-hexahydrocyclopenta[c]pyrrole 
• 118989-10-9 N-benzyl-3-aza<3.3.0>bicyclooctane 
• 1227703-21-0 3-azabicyclo-[3,3,0]oct-2-ene 
• 402958-25-2 (1S,3aR,6aS)-ethyl octahydrocyclopenta[c]pyrrole-1-carboxylate 
• 926276-09-7 (3aR,6aS)-2-Boc-octahydrocyclopenta[c]pyrrole-1-carboxylic acid 
• 791572-14-0 (3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carboxylic acid 
• 1227703-50-5 C₈H₁₂N₂ 
• 54786-86-6 2-nitroso-octahydrocyclopenta[c]pyrrole 
• 1575815-69-8 N-(5-((hexahydrocyclopenta[c]pyrrol-2(1H)-yl)methyl)-2-methylphenyl)-4-((4-(4-(trifluoromethoxy)phenyl)-6,7-dihydro-5H-pyrano[2,3-d]pyrimidin-2-yl)amino)benzamide 
• 1550175-13-7 N-(5-(3-(3-azabicyclo[3.3.0]octyl))methyl-2-methylphenyl)-4-((5-methyl-4-(4-(trifluoromethoxy)phenyl)pyrimidin-2-yl)amino)benzamide 

Relevant articles and documents

General formula compound of gliclazide intermediate, preparation method and application thereof

The invention relates to the field of medicine synthesis, in particular to a general formula compound of a gliclazide intermediate, a preparation method and application thereof. The invention providesa compound with a structure shown as formula I in the specification, wherein R1, R2 and R3 are H or alkyl of C1-C6 similarly or differently, and n and m are integers of 0-3 similarly or differently.The formula I compound is obtained by nitro reduction, removal of carboxyl protective group and cyclization reaction in random order, and then catalytic hydrogenation reaction is carried out to obtaina formula III compound, and the formula III compound is subjected to carbonyl reduction reaction to obtain a gliclazide intermediate with a structure shown as formula IV in the specification, whereinR1, R2 and R3 are H or alkyl of C1-C6 similarly or differently, and n and m are integers of 0-3 similarly or differently.

Efficient catalytic hydrogenation of N-unsubstituted cyclic imides to cyclic amines

The hydrogenation of N-unsubstituted cyclic imides to the corresponding cyclic amines has been performed selectively with heterogeneous catalysts obtained from rhodium and molybdenum carbonyl precursors. Various substrates were reduced in good to high yields and selectivities. Platinum-based catalysts also proved to be efficient. Furthermore, gram-scale experiments were performed and the catalysts could be recycled.

Study of a reduction step during the continuous synthesis of N-amino-3-azabicyclo[3.3.0]octane. Kinetics, modelling, and optimization

The reduction of N-chloro-3-azabicyclo[3.3.0]octane with sodium borohydride at different pH values and variable concentrations of the haloamine and reducing agent was studied. The reaction was found to be second order and exhibited a specific acid catalysis. The enthalpy and entropy of activation were determined at pH 12.89. A mathematical treatment of the kinetic data allowed a complete characterization of the final state and the determination of percentage of haloamine reduced as a function of temperature, [NaBH4]/ [haloamine] ratio, arid pH. A reaction mechanism is proposed.