1020110-10-4

Upstream product

• 648414-59-9 (1R,3S,4R)-3-(benzyloxy)-4-[(benzyloxy)methyl]cyclopentan-1-ol 
• 191480-69-0 (3R,4S)-4-(phenylmethoxy)-3-[(phenylmethoxy)methyl]cyclopent-1-ene 
• 110567-21-0 (1S,2R)-2-(benzyloxymethyl)-1-hydroxy-3-cyclopentene 
• 3587-60-8 Benzyloxymethyl chloride 
• 542-92-7 cyclopenta-1,3-diene 

Downstream Products

• 1020110-19-3 C₂₁H₂₄O₂ 
• 1379650-99-3 (1S,2R,4R)-2-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-(2,2,2-trifluoro-N-phenylacetamido)cyclopentyl 2-cyanoethyl diisopropylphosphoramidite 
• 1379650-85-7 N-[(1S,3R,4S)-3-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-hydroxycyclopentyl]-2,2,2-trifluoro-N-[5-(2,2,2-trifluoroacetylamino)naphthalen-1-yl]acetamide 
• 1379650-83-5 N-[(1R,3R,4S)-3-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-hydroxycyclopentyl]-2,2,2-trifluoro-N-[5-(2,2,2-trifluoroacetylamino)naphthalen-1-yl]acetamide 
• 1379651-05-4 (1S,2R,4S)-2-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-{2,2,2-trifluoro-N-[5-(2,2,2-trifluoroacetamido)naphthalen-1-yl]acetamido}cyclopentyl 2-cyanoethyl diisopropylphosphoramidite 
• 1379651-03-2 (1S,2R,4R)-2-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-{2,2,2-trifluoro-N-[5-(2,2,2-trifluoroacetamido)naphthalen-1-yl]acetamido}cyclopentyl 2-cyanoethyl diisopropylphosphoramidite 
• 1379650-91-5 N-[(1R,3R,4S)-3-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-hydroxycyclopentyl]-2,2,2-trifluoro-N-(pyridin-3-yl)acetamide 
• 1379651-13-4 (1S,2R,4S)-2-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-[2,2,2-trifluoro-N-(pyridin-3-yl)acetamido]cyclopentyl 2-cyanoethyl diisopropylphosphoramidite 
• 1379651-11-2 (1S,2R,4R)-2-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-[2,2,2-trifluoro-N-(pyridin-3-yl)acetamido]cyclopentyl 2-cyanoethyl diisopropylphosphoramidite 
• 1379650-81-3 N-[(1S,3R,4S)-3-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-hydroxycyclopentyl]-2,2,2-trifluoro-N-phenylacetamide 
• 1379650-79-9 N-[(1R,3R,4S)-3-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-hydroxycyclopentyl]-2,2,2-trifluoro-N-phenylacetamide 

Relevant academic research and scientific papers

The synthesis of possible transition state analogue inhibitors of thymidine phosphorylase

The synthetically challenging SN2 transition state mimic for thymidine phosphorylase, along with its phosphonate analogue, were synthesised via a modified Corey-Link reaction in good overall yields and ensuring the correct stereochemical outcome.

Properties of oligonucleotide with phenyl-substituted carbocyclic nucleoside analogs for the formation of duplex and triplex DNA

(1S,3S,4R)-1-Phenyl-1-thymidyl-3-hydroxy-4-hydroxymethylcyclopentane (10) and their analogs were synthesized, incorporated into the oligodeoxynucleotides, and their properties were evaluated for the formation of duplex and triplex DNA. The known chiral cyclopentanone derivative was converted into the corresponding ketimine sulfonamide derivative, which was subjected to a stereoselective PhLi addition. The formed sulfonamide was hydrolyzed to afford the primary amino group, on which the thymine moiety was built. The benzyl protecting groups were removed to form the nucleoside analog having a phenyl group and the thymine unit at the 1 position of a carbocyclic skeleton (10). In the estimation of the oligodeoxynucleotides incorporating 10 for duplex and triplex formation, the carbocyclic nucleoside analog 10 did not show the stabilizing effect for duplex formation; on the other hand, it stabilized the triplex. Therefore, the skeleton of the phenyl-substituted carbocyclic nucleoside analog 10 may be a platform for the formation of stable triplex DNA.

Synthesis and analysis of oligonucleotides containing abasic site analogues

(Figure Presented) DNA damage results in the formation of abasic sites from the formal hydrolysis of the glycosidic bond (AP) and several oxidized abasic lesions. Previous studies on AP sites revealed that DNA polymerases preferentially incorporated dA op