289681-49-8

Basic information

• Product Name: 1-[(2R,4S,5R)-5-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-{[(1,1-dimethylethyl)diphenylsilyl]oxy}tetrahydrofuran-2-yl]-5-methylpyrimidine-2,4(1H,3H)-dione
• Synonyms: 1-[(2R,4S,5R)-5-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-{[(1,1-dimethylethyl)diphenylsilyl]oxy}tetrahydrofuran-2-yl]-5-methylpyrimidine-2,4(1H,3H)-dione
• CAS NO: 289681-49-8
• Molecular Weight: 783.009
• Mol File: 289681-49-8.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 1-[(2R,4S,5R)-5-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-{[(1,1-dimethylethyl)diphenylsilyl]oxy}tetrahydrofuran-2-yl]-5-methylpyrimidine-2,4(1H,3H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[(2R,4S,5R)-5-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-{[(1,1-dimethylethyl)diphenylsilyl]oxy}tetrahydrofuran-2-yl]-5-methylpyrimidine-2,4(1H,3H)-dione(289681-49-8)
• EPA Substance Registry System: 1-[(2R,4S,5R)-5-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-{[(1,1-dimethylethyl)diphenylsilyl]oxy}tetrahydrofuran-2-yl]-5-methylpyrimidine-2,4(1H,3H)-dione(289681-49-8)

Safety Data

• Hazardous Substances Data: 289681-49-8(Hazardous Substances Data)

Upstream product

• 98-07-7 Benzotrichlorid 
• 100-66-3 methoxybenzene 
• 83467-48-5 1-[(2R,4S,5R)-4-(tert-butyldiphenylsilanyloxy)-5-hydroxymethyltetrahydrofuran-2-yl]-5-methyl-1H-pyrimidine-2,4-dione 
• 40615-35-8 4,4'-dimethoxytrityl alcohol 
• 50-89-5 thymidine 
• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 40615-39-2 5'-O-(4-4'-dimethoxytrityl)thymidine 
• 58479-61-1 tert-butylchlorodiphenylsilane 

Downstream Products

• 83467-48-5 1-[(2R,4S,5R)-4-(tert-butyldiphenylsilanyloxy)-5-hydroxymethyltetrahydrofuran-2-yl]-5-methyl-1H-pyrimidine-2,4-dione 
• 383882-58-4 2-[2-(4-nitrophenyl)ethoxy]-5-(β-D-glycero-pentofuran-3'-ulos-1'-yl)-3-methylpyridine 
• 289681-52-3 2-[2-(4-nitrophenyl)ethoxy]-5-(1',2'-dideoxy-β-D-erythro-pentofuranosyl)-3-methylpyridine 
• 289681-50-1 ((2R,5R)-3-(tert-Butyl-diphenyl-silanyloxy)-5-{5-methyl-6-[2-(4-nitro-phenyl)-ethoxy]-pyridin-3-yl}-2,5-dihydro-furan-2-yl)-methanol 
• 289681-53-4 2-[2-(4-nitrophenyl)ethoxy]-5-[5'-O-(4,4'-dimethoxytrityl)-1',2'-dideoxy-β-D-erythro-pentafuranozyl]-3-methylpyridine 
• 1440633-09-9 1-[(2R,4S,5R)-5-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}tetrahydro-4-hydroxyfuran-2-yl]-3-hexadecyl-5-methylpyrimidine-2,4(1H,3H)-dione 
• 1440633-04-4 1-[(2R,4S,5R)-5-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-{[(1,1-dimethylethyl)diphenylsilyl]oxy}tetrahydrofuran-2-yl]-3-hexadecyl-5-methylpyrimidine-2,4(1H,3H)-dione 
• 181999-83-7 1-(2,5,6-trideoxy-6,6-dibromo-3-O-(tert-butyldiphenylsilyl)-β-D-erythro-hex-5-enofuranosyl)-5-methyluracil 
• 146604-43-5 1-(2-deoxy-3-O-tert-butyldiphenylsilyl-β-D-erythro-pentadialdo-1,4-furanosyl)-5-methyluracil 

Relevant articles and documents

Conception and Synthesis of Oxabicyclic Nucleoside Phosphonates as Internucleotidic Phosphate Surrogates in Antisense Oligonucleotide Constructs

The stereocontrolled synthesis of a novel oxabicyclic nucleoside phosphonate comprising a perhydrofuropyran core unit was achieved. It was incorporated in an oligonucleotide sequence as a 5′-3′ phosphonate-phosphate insert, and the stability properties of the resulting duplex were measured. The oxabicyclic nucleoside framework was designed so as to restrict rotation around angles ?, ?, and ? of a natural nucleoside.

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.

Renewable amberlyst-15 catalyzed highly regioselective tritylation and deprotection of sugar-based diols

Amberlyst-15 catalyzed highly regioselective tritylation of sugar-based diols was achieved under mild condition using 4,4′-dimethoxytrityl alcohol (DMTrOH). Deprotection of the corresponding DMTr group was also established by the variation to protic solvent. Meanwhile, the heterogeneous catalyst Amberlyst-15 was recycled 3 times with satisfactory retention of catalytic activity and proved its potential application in industry.