60855-35-8

Upstream product

• 10416-59-8 N,O-bis-(trimethylsilyl)-acetamide 
• 4005-49-6 N-benzoyladenine 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 10416-59-8 N,O-Bis(trimethylsilyl)acetamide 
• 75-77-4 chloro-trimethyl-silane 

Downstream Products

• 161614-98-8 9-(2-O-acetyl-5-O-benzoyl-4-benzoyloxymethyl-3-O-methanesulfonyl-β-D-xylofuranosyl)-N⁶-benzoyladenine 
• 160533-28-8 9-(2-O-acetyl-3,5-di-O-benzoyl-4-C-benzoyloxymethyl-α-L-arabinofuranosyl)-N⁶-benzoyladenine 
• 85079-00-1 N⁶-benzoyl-O^2'-methyladenosine 
• 173465-41-3 [(R)-2-(6-Benzoylamino-purin-9-ylmethoxy)-3-(tert-butyl-diphenyl-silanyloxy)-propyl]-carbamic acid tert-butyl ester 
• 207347-40-8 Acetic acid (2R,3R,5S)-2-(6-benzoylamino-purin-9-yl)-5-((R)-1,2-diacetoxy-ethyl)-tetrahydro-furan-3-yl ester 
• 20187-82-0 9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)adenine 
• 20187-82-0 9-(2-deoxy-2-fluoro-α-D-arabinofuranosyl)adenine 
• 484678-92-4 N-{9-[5-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-5-(2,2-dimethyl-propionyl)-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide 
• 484678-87-7 Benzoic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-3-(tert-butyl-dimethyl-silanyloxy)-2-(2,2-dimethyl-propionyl)-tetrahydro-furan-2-ylmethyl ester 
• 457653-22-4 N⁶-benzoyl-1-[(2R)-3,5-O-(di-tert-butylsilylene)-2-deoxy-2-phenylseleno-4-thio-β-D-ribofuranosyl]adenine 
• 457653-20-2 N⁶-benzoyl-7-[(2R)-3,5-O-(di-tert-butylsilylene)-2-deoxy-2-phenylseleno-4-thio-β-D-ribofuranosyl]adenine 
• 457653-17-7 N⁶-benzoyl-9-[(2R)-3,5-O-(di-tert-butylsilylene)-2-deoxy-2-phenylseleno-4-thio-β-D-ribofuranosyl]adenine 
• 287737-68-2 3',5'-di-O-benzyl-4'-C-(p-toluenesulfonyloxyethyl)-2'-O-acetyl-6-N-benzoyladenosine 
• 287737-42-2 2'-O,4'-C-ethylene-6-N-benzoyladenosine 

Relevant academic research and scientific papers

Synthesis and properties of 3'-deoxypsiconucleosides: Anomeric 1-(3-deoxy-D-erythro-2-hexulofuranosyl)thymines and 9-(3-deoxy-D-erythro-2-hexulofuranosyl)adenines

Anomeric 1-(3-deoxy-D-erythro-2-hexulofuranosyl)thymines and 9(3-deoxy-D-erythro-2-hexulofuranosyl)adenines were prepared by tin(IV) chloride catalyzed N-glycosylation of trimethylsilylated thymine and N6-benzoyladenine with methyl 3-deoxy-D-er

An improved synthesis of 2′-O,4′-C-ethylene nucleic acid (ENA) and thermodynamic studies of duplex formation containing the guanosine ENA unit

Oligonucleotides containing 2′-O,4′-C-ethylene nucleic acids (ENA) have been proven highly effective for antisense therapeutics. 2′-O,4′-C-Ethyleneguanosine and its phosphoramidite were previously obtained from 3,5-di-O-benzy1-4-C-(p-tolulenesulfonyloxyet

A solid-supported acidic oxazolium perchlorate as an easy-handling catalyst for the synthesis of modified pyrimidine nucleosides via Vorbrüggen-type N-glycosylation

A solid-supported acidic oxazolium perchlorate was investigated as a heterogeneous catalyst in N-glycosylation reactions using silylated modified pyrimidines and an acylated ribose or glucose to afford the corresponding pyrimidine nucleosides. This salt is a nonhygroscopic and stable powder whose activity is comparable to that of 2-methyl-5-phenylbenzoxazolium perchlorate. A reaction with this polymer catalyst can be conducted on a gram scale. Reusability of the solid-supported catalyst was also investigated.

INTERMEDIATE FOR PRODUCTION OF NUCLEOSIDE ANALOGUE, AND METHOD FOR PRODUCING SAME

A compound represented by the general formula (III) which serves as an intermediate of an oligonucleotide analog having stable and excellent antisense or antigene activity or having excellent activity as a detection reagent (probe) for a specific gene or

Synthesis of deuterated ribo nucleosides N-protected phosphoramidites, and oligonucleotides

The present invention is directed towards the synthesis of high purity deuterated sugars, deuterated phosphoramidites, deuterated nucleobases, deuterated nucleosides, deuterated oligonucleotides, and deuterated RNA's of defined sequences which can exhibit biochemically useful and biologically valuable properties, thus having potential for therapeutic uses.

Synthesis of 4′-ethynyl-2′-deoxy-4′-thioribonucleosides and discovery of a highly potent and less toxic NRTI

The synthesis of 4′-ethynyl-2′-deoxy-4′- thioribonucleosides was carried out utilizing an electrophilic glycosidation in which 4-ethynyl-4-thiofuranoid glycal 16 served as a glycosyl donor. Electrophilic glycosidation between 16 and the silylated nucleoba

Synthesis and properties of ApA analogues with shortened phosphonate internucleotide linkage

A complete series of the 2'-5' and 3'-5' regioisomeric types of r(ApA) and 2'-d(ApA) analogues with the-hydroxy-phosphonate C3'-O-P-CH(OH)-C4" internucleotide linkage, isopolar but non-isosteric with the phosphodiester one, were synthesized and their hybridization properties with polyU studied. Due to the chirality on the 5'-carbon atom of the modified internucleotide linkage bearing phosphorus and hydroxy moieties, each regioisomeric type of ApA dimer is split into epimeric pairs. To examine the role of the 5'-hydroxyl of the-hydroxy-phosphonate moiety during hybridization, the appropriate r(ApA) analogues with 3'(2')-O-P-CH2-C4" linkage lacking the 5'-hydroxyl were synthesized. Nuclear magnetic resonance (NMR) spectroscopy study on the conformation of the modified sugar-phosphate backbone, along with the hybridization measurements, revealed remarkable differences in the stability of complexes with polyU, depending on the 5'-carbon atom configuration. Potential usefulness of the-hydroxy-phosphonate linkage in modified oligoribonucleotides is discussed. Copyright Taylor and Francis Group, LLC.

Synthesis of enantiomerically pure 4-substituted riboses

An efficient and flexible synthesis of 4-substituted ribose analogues is described. The key step involves the simple addition of a Grignard reagent to a ketone derived from a commercially available ribose. The addition of a range of Grignard reagents proc

Nucleoside 5′-C-phosphonates: reactivity of the α-hydroxyphosphonate moiety

We found that various dialkyl phosphites, dialkyl trimethylsilyl phosphites, and tris-trimethylsilyl phosphite reacted smoothly with nucleoside 5′-aldehydes to afford epimeric nucleoside 5′-C-phosphonates in high yields. A number of these compounds in bot

Stereoselective synthesis of the β-anomer of 4′-thionucleosides based on electrophilic glycosidation to 4-thiofuranoid glycals

Three types of 4-thiofuranoid glycal with different 3,5-O-silyl protecting groups were prepared and their electrophilic glycosidation was investigated. The 3,5-bis-O-(tert-butyldimethylsilyl)-4-thiofuranoid glycal (5) was obtained through mesylation of 2-deoxy-4-thio-D-erythro-pentofuranose (4) and subsequent base-promoted elimination, while thermal elimination of sulfoxide derivatives was suitable for the preparation of 3,5-O-(tetraisopropyldisiloxane-1,3-diyl) (9) and 3,5-O-(di-tert-butylsilylene) (11) 4-thioglycals. The glycosidation reactions of these 4-thioglycals were carried out, in the presence of either PhSeCl or NIS, by using silylated derivatives of uracil, thymine, cytosine, and N6-benzoyladenine. Among the three 4-thioglycals, 11 was found to be an excellent glycosyl donor, forming the desired β-anomer exclusively irrespective of the nucleobase employed.