856328-53-5

Upstream product

• 24587-83-5 (+/-)-4β-acetamido-2α,3α-diacetoxy-1β-cyclopentanemethyl acetate 
• 61865-50-7 (+/-)-(1RS,4SR)acetic acid 4-acetylamido-cyclopent-2-enyl-methyl ester 
• 126958-90-5 (1S,3R,4R)-4-Acetylamino-2,3-dihydroxy-cyclopentanecarboxylic acid methyl ester 
• 126958-90-5 (1R,3S,4S)-4-Acetylamino-2,3-dihydroxy-cyclopentanecarboxylic acid methyl ester 
• 208179-45-7 (1S,2R,4S,5R)-6-Acetyl-3-oxa-6-aza-tricyclo[3.2.1.0^2,4]octan-7-one 
• 108-24-7 acetic anhydride 
• 61865-51-8 (1α,2α,3α,4α)-4-acetamido-2,3-epoxycyclopentylmethyl acetate 
• 61865-49-4 ester methylique de l'acide (acetamido-cis-4)-cyclopentene-2-carboxylique 
• 69919-17-1 methyl (+)-(1R,4S)-4-acetamido-cyclopent-2-ene carboxylate 
• 127061-46-5 methyl (+)-cis-4-acetamidocyclopent-2-enecarboxylate 
• 112531-51-8 (-)-(1S,4R)-4-(acetylamino)-2-cyclopentene-1-carboxylic acid 
• 77745-24-5 Methyl 4β-Amino-2α,3α-dihydroxy-1β-cyclopentanecarboxylate Hydrochloride 
• 77841-56-6 (+/-)-4β-amino-2α,3α-dihydroxy-1β-cyclopentanemethanol hydrochloride 

Relevant academic research and scientific papers

A highly efficient synthesis of the antiviral agent (+)-cyclaradine involving the regioselective cleavage of epoxide by neighboring participation

(+)-Cyclaradine, carbocyclic arabinofuranosyladenine having anti-HSV activity, has been synthesized from (-)-2-azabicyclo[2.2.1]hept-5-en-3-one in only seven steps. The method involves the novel ring cleavage of epoxide by neighboring participation.

Biocatalytical Transformations- VI. The 4-Acetamido-cyclopent-2-ene Carboxylate Route Revisited: Synthesis of (+)- and (-)-Aristeromycin

Enantiomerically pure (+)-as well as (-)-aristeromycin can be synthesized starting from (+)- or (-)-butyl (or hexyl) 4-acetamido-cyclopent-2-ene carboxylate; these carboxylates are easily obtained from their corresponding racemates by hydrolysis with the lipase from Candida rugosa.

Carbocyclic analogues of xylofuranosylpurine nucleosides. Synthesis and antitumor activity

(±)-4α-Amino-2α,3β-dihydroxy-1α-cyclopentanemethanol (6), the carbocyclic analogue of xylofuranosylamine, was synthesized from the previously reported 4α-acetamido-2α,3α-epoxycyclopentane-1α-methanol. Amine 6 was converted to (±)-4α-[(5-amino-6-chloro-4-pyrimidinyl)amino]-2α,3β-dihydroxy-1α-cyc lopentanemethanol (7) by condensation with 5-amino-4,6-dichloropyrimidine. From 7, the carbocyclic analogues of xylofuranosyladenine and xylofuranosyl-8-azaadenine were prepared. In contrast to 9-β-D-xylofuranosyladenine and its 8-aza analogue, the corresponding carbocyclic nucleosides were resistant to deamination by adenosine deaminase. The carbocyclic 8-aza derivative exhibited significant in vivo antitumor activity which varied according to treatment schedule.

Carbocyclic Sugar Amines: Synthesis and Stereochemistry of Racemic α- and β-Carbocyclic Ribofuranosylamine, Carbocyclic Lyxofuranosylamine, and Related Compounds

The facile and stereoselective synthesis of racemic carbocyclic β-ribofuranosylamine, carbocyclic β-lyxofuranosylamine, and related 2,3-cis-dihydroxy carbocyclic pentofuranosylamines is reported.In addition, the synthesis, isolation, and base-catalyzed epimerization of methyl cis-4-aminocyclopent-2-enecarboxylate are described.The epimerization at C(1) followed by stereoselective cis hydroxylation provides for the first time access to the racemic carbocyclic α-pentofuranosylamines.