133575-76-5

Basic information

• Product Name: (+)-cis-2-(1-pyrrolidinyl)-N-formylcyclohexylamine
• Synonyms: (+)-cis-2-(1-pyrrolidinyl)-N-formylcyclohexylamine
• CAS NO: 133575-76-5
• Molecular Weight: 196.293
• Mol File: 133575-76-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (+)-cis-2-(1-pyrrolidinyl)-N-formylcyclohexylamine(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-cis-2-(1-pyrrolidinyl)-N-formylcyclohexylamine(133575-76-5)
• EPA Substance Registry System: (+)-cis-2-(1-pyrrolidinyl)-N-formylcyclohexylamine(133575-76-5)

Safety Data

• Hazardous Substances Data: 133575-76-5(Hazardous Substances Data)

Upstream product

• 133575-74-3 (1R,2S)-2-(pyrrolidin-1-yl)cyclohexanamine 
• 109-94-4 formic acid ethyl ester 
• 931-16-8 (+/-)-trans-2-aminocyclohexanol 
• 5450-83-9 trans-2-(N-phenylcarbonylamino)-1-cyclohexanol 
• 137858-58-3 2-benzamidocyclohexanone 
• 133488-96-7 (+/-)-cis-2-(1-pyrrolidinyl)cyclohexylamine 
• 133488-94-5 (+/-)-cis-2-(1-pyrrolidinyl)-N-benzoylcyclohexylamine 

Downstream Products

• 121843-50-3 1R,2S-(-)-cis-2-(1-pyrrolidinyl)-N-methylcyclohexylamine 

Relevant articles and documents

A PRACTICAL SYNTHESIS, OPTICAL RESOLUTION AND DETERMINATION OF ABSOLUTE CONFIGURATION OF ENANTIOMERICALLY PURE 1S,2R-(+)- AND 1R,2S-(-)-CIS-2-(1-PYRROLIDINYL)CYCLOHEXYLAMINES: IMPORTANT PRECURSORS FOR A NEW CLASS OF SIGMA-RECEPTOR LIGANDS AND ANTICONVULSANT DRUGS

Enantiomerically pure (+)- and (-)-cis-2-(1-pyrrolidinyl)cylohehexylamines ((+)- and (-)-4) were prepared starting with (+/-)-trans-2-aminocyclohexanol ((+/-)-5).The key step in the generation of the cis stereochemistry of (+)- and (-)-4 empolyed catalytic hydrogenation of the enamine mixture generated from condensation of pyrrolidine with (+/-)-2-(benzamido)cyclohexanone ((+/-)-7).An efficient optical resolution of (+/-)-4 was achieved through two recrystallizations of the mandelate salts.The absolute configuration of (+)- and (-)-4 was assigned as 1S,2R and 1R,2S,respectively, based on conversion of (-)-4 to and comparison with the N-methyl derivative (-)-13 of known 1R,2S absolute configuration.