79974-68-8

Basic information

• Product Name: N⁶-benzoyl-2',3'-bis-O-<(1,1-dimethylethyl)dimethylsilyl>adenosine
• Synonyms: N⁶-benzoyl-2',3'-bis-O-<(1,1-dimethylethyl)dimethylsilyl>adenosine
• CAS NO: 79974-68-8
• Molecular Weight: 599.878
• Mol File: 79974-68-8.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: N⁶-benzoyl-2',3'-bis-O-<(1,1-dimethylethyl)dimethylsilyl>adenosine(CAS DataBase Reference)
• NIST Chemistry Reference: N⁶-benzoyl-2',3'-bis-O-<(1,1-dimethylethyl)dimethylsilyl>adenosine(79974-68-8)
• EPA Substance Registry System: N⁶-benzoyl-2',3'-bis-O-<(1,1-dimethylethyl)dimethylsilyl>adenosine(79974-68-8)

Safety Data

• Hazardous Substances Data: 79974-68-8(Hazardous Substances Data)

Upstream product

• 86529-09-1 N-(9-((2R,3R,4R,5R)-3,4-bis((tert-butyldimethylsilyl)oxy)-5-(((tertbutyldimethylsilyl)oxy)methyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide 
• 58-61-7 adenosine 
• 62374-23-6 N⁶,N⁶,2',3',5'-pentabenzoyl-β-D-adenosine 
• 69504-00-3 N⁶-Benzoyl-5'-O-(monomethoxytrityl)adenosine 
• 79974-67-7 N⁶-Benzoyl-2',3'-O-bis(tert-butyldimethylsilyl)-5'-O-(4-methoxytrityl)adenosin 
• 4546-55-8 N-benzoyladenosine 

Downstream Products

• 1189166-81-1 C₆₂H₇₈ClN₇O₁₂Si₃ 
• 142025-18-1 (S_P)-N⁶-benzoyl-3'-O-(t.butyldimethylsilyl)-5'-O-(dimethoxytrityl)-P-thioadenylyl-(2'-5')-N⁶-benzoyl-2',3'-O-bis(t.butyldimethylsilyl)adenosine, triethylammonium salt 
• 89480-40-0 N⁶-Benzoyl-2'-O-(tert-butyldimethylsilyl)-5'-O-(4-methoxytrityl)adenosyl-<3'-P-(2-chlorphenyl)>-5'>-N⁶-benzoyl-2',3'-bis-O-(tert-butyldimethylsilyl)adenosin 
• 89480-42-2 N⁶-Benzoyl-2'-O-(tert-butyldimethylsilyl)-5'-O-(4-methoxytrityl)adenosyl-<3'-P-(2-chlorphenyl)>-5'>-N⁶-benzoyl-2'-O-(tert-butyldimethylsilyl)adenosyl-<3'-P-(2-chlorphenyl)>-5'>-N⁶-benzoyl-2',3'-bis-O-(tert-butyldimethylsilyl)adenosin 
• 98392-32-6 C₅₁H₈₆N₇O₁₂PSi₄ 
• 81279-47-2 <(MeO)2>rbzA-/+bzA-/+bzA-(OSi)2 
• 81266-01-5 <(MeO)2>rIsoG-/+IsoG-/+bzA-(OSi)2 
• 111005-86-8 (PS)-N⁶-benzoyl-3'-O-<(tert-butyl)dimethylsilyl>-5'-O-(monomethoxytrityl)-P-thioadenylyl<2'-P-<2-(4-nitrophenyl)ethyl>>->5'>-N⁶-benzoyl-2',3'-bis-O-<(tert-butyl)dimethylsilyl>adenosine 
• 111005-86-8 (PR)-N⁶-benzoyl-3'-O-<(tert-butyl)dimethylsilyl>-5'-O-(monomethoxytrityl)-P-thioadenylyl<2'-P-<2-(4-nitrophenyl)ethyl>>->5'>-N⁶-benzoyl-2',3'-bis-O-<(tert-butyl)dimethylsilyl>adenosine 
• 135711-73-8 (PR)-N⁶-Benzoyl-2'-O-<(tert-butyl)dimethylsilyl>-5'-O-(monomethoxytrityl)-P-thioadenylyl-(3-P-(2-cyanoethyl)>->5')-N⁶-benzoyl-2',3'-bis-O-<(tert-butyl)dimethylsilyl>adenosine 
• 135711-73-8 (PS)-N⁶-Benzoyl-2'-O-<(tert-butyl)dimethylsilyl>-5'-O-(monomethoxytrityl)-P-thioadenylyl-(3-<(O^P-(2-cyanoethyl)>->5')-N⁶-benzoyl-2',3'-bis-O-<(tert-butyl)dimethylsilyl>adenosine 
• 357624-03-4 4-N-benzoyl-5'-O-[di(2-cyanoethyloxy)phosphoryl]-2'-deoxycytidylyl-{3'-O^P-(2-cyanoethyl)->5'}-6-N-benzoyl-2',3'-di-O-(tert-butyldimethylsilyl)adenosine 
• 357624-01-2 4-N-benzoyl-2'-deoxycytidylyl-{3'-O^P-(2-cyanoethyl)->5'}-6-N-benzoyl-2',3'-di-O-(tert-butyldimethylsilyl)adenosine 

Relevant articles and documents

3'3' CYCLIC DINUCLEOTIDES WITH AN ALKENYLENE

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A Practical Method for Regioselective 5′-O-tert-Butyldimethylsilyl Deprotection of Persilylated Nucleosides by Methanolic Phosphomolybdic Acid

In nucleoside/nucleotide chemistry, the regioselective cleavage of 5′-O-TBS groups of persilylated nucleosides is a desired approach for structural functionalization at the 5′-position. However, efficient and practical methods for this purpose are still limited. In our research, we found that homogeneous methanolic phosphomolybdic acid (PMA) efficiently catalyzes the regioselective deprotection of 5′- O -TBS groups of a diversity of persilylated nucleoside substrates and can be applied in practical synthesis at scales of up to 15 g. 31 P NMR results indicated that an anion cluster forms and the Lewis acidity of homogeneous PMA is organic-solvent dependent. The efficacy and pronounced regioselectivity of methanolic PMA occurs as a result of a lowering of the Lewis acid strength upon solvation of the molybdophosphate anions.

Aqueous trichloroacetic acid: Another useful reagent for highly selective 5′-desilylation of multisilylated nucleosides

Highly selective 5′-desilylation of multisilylated nucleosides can be achieved in excellent yield by treatment with 4.2 M aqueous trichloroacetic acid:THF (1:4) at 0°C.