91469-55-5

Usage

Uses

Cyclopent-3-enamine hydrochloride is a useful research chemical.

InChI:InChI=1/C5H9N.ClH/c6-5-3-1-2-4-5;/h1-2,5H,3-4,6H2;1H

Upstream product

• 253680-54-5 methanesulfonic acid cyclopent-3-enyl ester 
• 14320-38-8 cyclopent-3-enol 

Downstream Products

• 216578-30-2 4-(4-methylbenzenesulfonamido)cyclopentene 
• 1371592-02-7 N-cyclopenta-3-en-1-yl-4-(5-{(1R)-1-[4-(cyclopropylcarbonyl)phenoxy]ethyl}-1,2,4-oxadiazol-3-yl)-2-fluorobenzamide 
• 193751-54-1 tert-butyl cyclopent-3-en-1-ylcarbamate 
• 132065-12-4 4-benzamidocyclopentene 
• 170708-34-6 N-(benzyloxycarbonyl)cyclopent-3-enylamine 

Relevant academic research and scientific papers

New route to 4-aminocyclopent-2-en-1-ols: Synthesis and enantioselective rearrangement of 4-amino-substituted cyclopentene oxides

A new route for the asymmetric synthesis of 4-aminocyclopent-2-en-1-ols (90% ee) for carbocyclic nucleoside analogue synthesis is described. The approach involves the stereoselective preparation of cis 4-amino-substituted cyclopentene oxides and subsequent chiral base-mediated rearrangement to the corresponding allylic alcohols. Full details on the synthesis and stereoselectivity of epoxidation of 4-amino-substituted cyclopentenes are presented. (C) 2000 Elsevier Science Ltd.

Synthesis and enantioselective rearrangement of 4-amino-substituted cyclopentene oxides

Several N-mono- and diprotected alkenes have been prepared and the stereoselectivity of their epoxidation has been investigated: N-monoprotected alkenes give cis epoxides preferentially (due to hydrogen bonding directed epoxidations) whereas N-diprotected alkenes produce trans epoxides exclusively (due to steric effects). Chiral lithium amide base-mediated rearrangement of a cis-monoprotected epoxide generated the corresponding amino-cyclopentenol in good yield and with an enantiomeric excess of 60%.