106707-52-2

Upstream product

• 13190-81-3 N-((1S,3R,4S)-2,3-Dihydroxy-4-hydroxymethyl-cyclopentyl)-acetamide 
• 69919-17-1 methyl (+)-(1R,4S)-4-acetamido-cyclopent-2-ene carboxylate 
• 61865-49-4 ester methylique de l'acide (acetamido-cis-4)-cyclopentene-2-carboxylique 
• 126958-90-5 (1R,3S,4S)-4-Acetylamino-2,3-dihydroxy-cyclopentanecarboxylic acid methyl ester 
• 13190-81-3 N-((1R,3S,4R)-2,3-Dihydroxy-4-hydroxymethyl-cyclopentyl)-acetamide 
• 112531-51-8 (-)-(1S,4R)-4-(acetylamino)-2-cyclopentene-1-carboxylic acid 
• 127061-46-5 methyl (+)-cis-4-acetamidocyclopent-2-enecarboxylate 
• 126958-90-5 (1S,3R,4R)-4-Acetylamino-2,3-dihydroxy-cyclopentanecarboxylic acid methyl ester 
• 143995-01-1 (1S,2R,3S,5S)-3-Amino-5-benzyloxymethyl-cyclopentane-1,2-diol 
• 127061-50-1 (1R,2S,3R,4S)-4-Acetylamino-2,3-dihydroxy-cyclopentanecarboxylic acid methyl ester 
• 856328-53-5 (+)-N-(2,3-dihydroxy-4-hydroxymethyl-cyclopentyl)-acetamide 
• 77745-25-6 cis-4-amino-2-cyclopentenecarboxylic acid methyl ester hydrochloride 
• 106137-02-4 (1S),(1β,2α,3α,4β)-Benzyloxymethyl-2,3-dimethylmethylenedioxycyclopentamine 
• 144069-04-5 5β-benzyloxymethyl-1α,2α,4α-trihydroxy-3β-azidocyclopentane 

Downstream Products

• 102099-16-1 chlorure de (+)-aminocarbonyl-3-(hydroxymethyl-cis-4-dihydroxy-trans-2,3-cyclopentyl) 1-pyridinium 
• 97-02-9 2,4-Dinitroanilin 

Relevant academic research and scientific papers

Synthesis of 4a-Carba-d-lyxofuranose Derivatives and Their Evaluation as Inhibitors of GH38 α-Mannosidases

A synthetic approach to 4a-carba-d-lyxofuranose derivatives starting from d-lyxose is described. The protected 4a-carba-β-d-lyxofuranose was employed as the key intermediate for the synthesis of 4a-carba-d-lyxofuranose derivatives including novel 1-amino-1-deoxy-4a-carba-d-lyxofuranoses. Synthesized 4a-carba-d-lyxofuranoses were evaluated as inhibitors of GH38 α-mannosidases, namely, the Golgi (GMIIb) and lysosomal (LManII) α-mannosidases from Drosophila melanogaster and commercial Jack bean α-mannosidase (JBMan) from Canavalia ensiformis. The biochemical evaluation revealed that only 1-amino-1-deoxy-4a-carba-β-d-lyxofuranose exhibited reasonable inhibitory activity against GMIIb (IC50 = 200 μm). In addition, the results of biological evaluation were discussed by means of molecular modelling.

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.

Enzyme-catalysed Hydrolysis of 3,5-cis-Diacetoxy-4-trans-benzyloxymethylcyclopentene and the Synthesis of Aristeromycin Precursors

The optically active mono-ester 2 was obtained by enzyme-catalysed hydrolysis of the diester 1 and converted into the azide 8 and the amine 13, synthetic precursors of (+)- and (-)-aristeromycin.