902458-04-2

Basic information

• Product Name: trans-(1R,2S)-2-phenylcyclopentylamine
• Synonyms: trans-(1R,2S)-2-phenylcyclopentylamine
• CAS NO: 902458-04-2
• Molecular Weight: 161.247
• Mol File: 902458-04-2.mol

Chemical Properties

• CAS DataBase Reference: trans-(1R,2S)-2-phenylcyclopentylamine(CAS DataBase Reference)
• NIST Chemistry Reference: trans-(1R,2S)-2-phenylcyclopentylamine(902458-04-2)
• EPA Substance Registry System: trans-(1R,2S)-2-phenylcyclopentylamine(902458-04-2)

Safety Data

• Hazardous Substances Data: 902458-04-2(Hazardous Substances Data)

Upstream product

• 32786-26-8 1-phenylethyl 2-methoxyacetate 
• 6604-06-4 (+/-)-trans-2-phenyl-cyclopentylamine 

Relevant articles and documents

Dual Activation of Unsaturated Amides with Schwartz's Reagent: A Diastereoselective Access to Cyclopentanols and N,O-Dimethylcyclopentylhydroxylamines.

The diastereoselective access to cyclopentanols and N,O-dimethylcyclopentylhydroxylamines from 4-pentenoic acid-derived Weinreb amides is described. Based on the concomitant generation of both the nucleophilic and the electrophilic poles by hydrozirconati

Chemodivergence in enantioselective desymmetrization of diazabicycles: Ring-opening versus reductive arylation

(Chemical Equation Presented) Divergent bicycle paths: A chemodivergent desymmetrization occurs after an initial enantioselective carbometalation step. The reaction brings a solution to the challenging problem of the enantioselective ring-opening of diazabicyclo-[2.2.1]heptanes to obtain arylated cyclopentenamines (see scheme, right). An alternative reaction pathway was discovered in which C-H insertion/1,4-metal migration occurs to give reductive arylation products (left).

Kinetic resolution of (±)-trans- and (±)-cis-2- phenylcyclopentanamine by CALB-catalyzed aminolysis of esters: The key role of the leaving group

Kinetic resolution of (±)-trans- and (±)-cis-2- phenylcyclopentanamine is effectively performed by lipase B from Candida antarctica, (CALB)-catalyzed aminolysis reaction. Whereas reaction between (±)-trans-2-phenylcyclopentanamine and ethyl acetate proceeds with a very high E value (>200) and conversion (50%), the corresponding acetylation of (±)-cis-2-phenylcyclopentanamine happens with low E value (16) and conversion (28%). Nevertheless, this problem is overcome using other acyl donors such as (±)-1-phenylethyl and (±)-cis-2-phenylcyclopentyl methoxyacetates. The influence of the acyl donor on the CALB-catalyzed aminolysis of (±)-cis-2-phenylcyclopentanamine is also studied.