83467-48-5

Basic information

• Product Name: 1-[(2R,4S,5R)-4-(tert-butyldiphenylsilanyloxy)-5-hydroxymethyltetrahydrofuran-2-yl]-5-methyl-1H-pyrimidine-2,4-dione
• Synonyms: 1-[(2R,4S,5R)-4-(tert-butyldiphenylsilanyloxy)-5-hydroxymethyltetrahydrofuran-2-yl]-5-methyl-1H-pyrimidine-2,4-dione
• CAS NO: 83467-48-5
• Molecular Weight: 480.636
• Mol File: 83467-48-5.mol
• Article Data: 27

Chemical Properties

• CAS DataBase Reference: 1-[(2R,4S,5R)-4-(tert-butyldiphenylsilanyloxy)-5-hydroxymethyltetrahydrofuran-2-yl]-5-methyl-1H-pyrimidine-2,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[(2R,4S,5R)-4-(tert-butyldiphenylsilanyloxy)-5-hydroxymethyltetrahydrofuran-2-yl]-5-methyl-1H-pyrimidine-2,4-dione(83467-48-5)
• EPA Substance Registry System: 1-[(2R,4S,5R)-4-(tert-butyldiphenylsilanyloxy)-5-hydroxymethyltetrahydrofuran-2-yl]-5-methyl-1H-pyrimidine-2,4-dione(83467-48-5)

Safety Data

• Hazardous Substances Data: 83467-48-5(Hazardous Substances Data)

Usage

Chemical structure

A complex organic compound with a tetrahydrofuran ring and a pyrimidine-2,4-dione ring.

Chiral center

(2R,4S,5R), indicating the specific arrangement of the four substituents around the tetrahydrofuran ring.

Protective group

Contains a tert-butyldiphenylsilanyloxy group, a silicon-based protective group commonly used in organic synthesis.

Functional groups

Has a hydroxymethyl group attached to the tetrahydrofuran ring and a methyl group attached to the pyrimidine ring.

Potential applications

May have potential applications in pharmaceuticals, biochemistry, or materials science due to its complex structure and functional groups.

Upstream product

• 83479-97-4 1-[(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-trityloxymethyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione 
• 161922-92-5 (5S,6S)-5-bromo-O⁶-5'-cyclo-6-hydro-2'-deoxy-3'-O-tert-butyldiphenylsilylthymidine 
• 166758-13-0 5'-O-(tert-butyldimethylsilyl)-3'-O-(tert-butyldiphenylsilyl)thymidine 
• 26496-24-2 tetradec-1-en-3-one 
• 58879-39-3 dodec-1-en-3-one 
• 56606-79-2 dec-1-en-3-one 
• 288-32-4 1H-imidazole 
• 79-43-6 dichloro-acetic acid 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 51255-17-5 1-O-methyl-2-deoxy-D-ribofuranoside 
• 65-71-4 thymin 
• 35898-26-1 O^5'-(4-methyl-benzoyl)-thymidine 
• 42926-80-7 5'-O-(4-monomethoxytrityl)-2'-deoxythymidine 
• 40733-28-6 5'-tert-butyldimethylsilyloxy-2'-deoxythymidine 

Downstream Products

• 127218-27-3 (2S,3S,5R)-3-(tert-butyldiphenylsilanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydrofuran-2-carboxylic acid tert-butyl ester 
• 173033-96-0 1-[(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-methylsulfanylmethoxymethyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione 
• 75715-13-8 C₄₂H₄₇N₄O₁₃P 
• 90865-77-3 (R)-Methyl-phosphonic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester (2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 
• 189384-00-7 C₄₃H₆₁N₄O₁₀PSi₂ 
• 188200-22-8 C₅₃H₇₀N₅O₁₁PSi₂ 
• 198267-27-5 1-<3-O-tert-butyldiphenylsilyl-5-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2-deoxy-β-D-ribofuranosyl>thymine 
• 494798-46-8 3'-O-tert-butyldiphenylsilyl-5'-C(S)-2-hydroxyethyl-thymidine 
• 494798-45-7 3'-O-tert-butyldiphenylsilyl-5'-C(S)-methyl ethanoate-thymidine 
• 494798-47-9 5′-C(S)-tosyloxyethyl-3′-O-(tert-butyldiphenylsilyl)thymidine 

Relevant articles and documents

COMPOSITIONS AND METHODS FOR CHEMICAL CLEAVAGE AND DEPROTECTION OF SURFACE-BOUND OLIGONUCLEOTIDES

Embodiments of the present disclosure relate to methods of preparation of templates for polynucleotide sequencing. In particular, the disclosure relates to linearization of clustered polynucleotides in preparation for sequencing by cleavage of one or more first strands of double-stranded polynucleotides immobilized on a solid support by a transition metal complex, for example, a palladium complex or a nickel complex. Further disclosure relate to linearization of clustered polynucleotides by cleaving one or more second strands of double double-stranded polynucleotides immobilized on a solid support comprising azobenzene linker by Na2S2O4. Nucleotides and oligonucleotides comprising a 3′ phosphate moiety blocking group, and methods of removing the same using a fluoride reagent are also disclosed.

An organocatalyzed Stetter reaction as a bio-inspired tool for the synthesis of nucleic acid-based bioconjugates

An N-Heterocyclic Carbene (NHC) catalyzed biomimetic Stetter reaction was applied for the first time as a bioconjugation reaction to sensitive nucleoside-type biomolecules to provide original pyrrole linked nucleolipids. A versatile approach allowed the functionalization of thymidine at the three reactive positions (O-5′, O-3′ and N-3) providing a structural diversity oriented synthesis. This strategy was applied to the synthesis of an original glyconucleolipid amphiphile in the hope that the pyrrole aromatic moiety would induce additional self-assembling properties.

THERMALLY-CLEAVABLE PROTECTING AND LINKER GROUPS

The present invention relates to chemical linkers and protecting groups, compounds and compositions containing the chemical linkers or protecting groups, and intermediates and processes that can be used to prepare them. The chemical linkers and protecting groups are based on pyrrolidine and piperidine activating groups, which undergo intramolecular cyclisation upon heating with release of carbon dioxide, thereby releasing the organic compound from a substrate. In particular, those chemical linkers and protecting groups are useful in the solid phase synthesis of oligonucleotides according to the following representative schemes.