187674-15-3

Basic information

• Product Name: (1-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-4-yl)-carbamic acid 2-(5-dimethylamino-naphthalene-1-sulfonyl)-ethyl ester
• Synonyms: (1-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-4-yl)-carbamic acid 2-(5-dimethylamino-naphthalene-1-sulfonyl)-ethyl ester
• CAS NO: 187674-15-3
• Molecular Weight: 834.947
• Mol File: 187674-15-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-4-yl)-carbamic acid 2-(5-dimethylamino-naphthalene-1-sulfonyl)-ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (1-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-4-yl)-carbamic acid 2-(5-dimethylamino-naphthalene-1-sulfonyl)-ethyl ester(187674-15-3)
• EPA Substance Registry System: (1-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-4-yl)-carbamic acid 2-(5-dimethylamino-naphthalene-1-sulfonyl)-ethyl ester(187674-15-3)

Safety Data

• Hazardous Substances Data: 187674-15-3(Hazardous Substances Data)

Upstream product

• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 187674-14-2 [1-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-carbamic acid 2-(5-dimethylamino-naphthalene-1-sulfonyl)-ethyl ester 
• 51432-42-9 4-Amino-1-((2R,4S,5R)-4-trimethylsilanyloxy-5-trimethylsilanyloxymethyl-tetrahydro-furan-2-yl)-1H-pyrimidin-2-one 
• 951-77-9 2'-Deoxycytidine 

Downstream Products

• 76512-82-8 5'-O-(4,4'-dimethoxytrityl)deoxycytidine 

Relevant articles and documents

Nucleotides. Part L. Aglycone protection by the (2-dansylethoxy)carbonyl (= {2-{5-(dimethylamino)naphthalen-1-yl]sulfonyl}ethoxy}carbonyl; dnseoc) group - A new variation in oligodeoxyribonucleoside synthesis

The (2-dansylethoxy)carbonyl (= {2-{[5-(dimethylamino)naphthalen-1-yl]sulfonyl}ethoxy}carbonyl; dnseoc) group was employed for protection of the amino functions of the aglycone residues. The lactam function of 2'-deoxyguanosine was on the one hand unprotected and on the other hand alkylated at O6 of the aglycone with the 2-(4-nitrophenyl)ethyl (npe) and 2-(phenylsulfonyl)ethyl (pse) group, respectively. The syntheses of monomeric building blocks, both phosphoramidites and nucleoside-functionalized supports, are described for the three common 2'-deoxynucleosides (2'-deoxycytidine, 2'-deoxyadenosine, 2'-deoxyguanosine). As kinetic studies with the tritylated nucleosides showed, the dnseoc group is more labile towards DBU cleavage than the corresponding 2-(4-nitrophenyl)ethyl-(npe) and [2-(4-nitrophenyl)ethoxy]carbonyl(npeoc)-protected analogues. These results were confirmed by the very fast deprotection rate of the dnseoc groups at some oligonucleotides.