51549-37-2

Basic information

• Product Name: Cytidine, N-benzoyl-2'-deoxy-3'-O-[(1,1-dimethylethyl)dimethylsilyl]-
• CAS NO: 51549-37-2
• Molecular Formula: C22H31N3O5Si
• Molecular Weight: 445.591
• Mol File: 51549-37-2.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: Cytidine, N-benzoyl-2'-deoxy-3'-O-[(1,1-dimethylethyl)dimethylsilyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Cytidine, N-benzoyl-2'-deoxy-3'-O-[(1,1-dimethylethyl)dimethylsilyl]-(51549-37-2)
• EPA Substance Registry System: Cytidine, N-benzoyl-2'-deoxy-3'-O-[(1,1-dimethylethyl)dimethylsilyl]-(51549-37-2)

Safety Data

• Hazardous Substances Data: 51549-37-2(Hazardous Substances Data)

Upstream product

• 51549-38-3 N⁴-benzoyl-O^3',O^5'-bis(tert-butyldimethylsilyl)-2'-deoxycytidine 
• 951-77-9 2'-Deoxycytidine 
• 98-88-4 benzoyl chloride 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 4836-13-9 N₄-benzoyl-2'-deoxycytidine 
• 67219-55-0 4-N-Benzoyl-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)cytidine 
• 913331-05-2 C₅₈H₆₀N₄O₁₂SSi 
• 93134-40-8 N⁴-Benzoyl-5'-O-(dimethoxytrityl)-3'-O-(tert-butyldimethylsilyl)-2'-deoxycytidine 

Downstream Products

• 1305318-70-0 C₆₀H₇₀N₉O₁₄PSi 
• 1305318-75-5 C₆₂H₆₈N₇O₁₄PSi 
• 1305318-67-5 C₆₀H₇₀N₉O₁₃PSi 
• 1305318-77-7 C₃₉H₅₂N₉O₁₁PSi 
• 1233510-56-9 4-N-benzoyl-3'-O-(tert-butyldimethylsilyl)-5'-O-[(4-methoxytrityl)sulfenyl]-2'-deoxycytidine 
• 93134-61-3 C₄₈H₅₀N₅O₁₄P 
• 156100-69-5 (E)-3-[(2R,3S,5R)-5-(4-Benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-yl]-acrylic acid ethyl ester 
• 156100-66-2 N-{1-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(3-oxo-propyl)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide 
• 193967-35-0 C₆₇H₇₁N₁₀O₁₄PSi 
• 193967-36-1 (2-Nitro-benzyl)-phosphoramidic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester 
• 193967-34-9 (2-Nitro-benzyl)-phosphoramidic acid (2R,3S,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-5-(6-amino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl ester 
• 193967-37-2 (2-Nitro-benzyl)-phosphoramidic acid (2R,3S,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-5-(6-amino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester 
• 232588-74-8 N-{1-[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxymethyl-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide 
• 232588-83-9 N⁴-benzoyl-1-<3-O-(tert-butyldimethylsilyl)-5-O-(tert-butyldiphenylsilyl)-2-deoxy-4α-iodomethyl-β-D-ribo-pentofuranosyl>cytosine 

Relevant articles and documents

A facile method for detritylation of 5'-O-dimethoxy-trityl-3'-O-tert-butyldimethylsilyl-2'-deoxynucleosides

The dimethoxytrityl group can be removed effectively from 5'-O-dimethoxytrityl-3'-O-tert-butyl dimethylsilyl-2'-deoxynucleosides and their N-acyl derivatives by using sulfonated crosslinked (1% DVB) polystyrene in dichloromethane-methanol (97.5:2.5, v/v)

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.

cis-tetrahydrofuran-3,4-diol structure as a key skeleton of new protecting groups removable by self-cyclization under oxidative conditions

(Chemical Equation Presented) A variety of carbonate-type acyl groups having a cis-tetrahydrofuran-3,4-diol (1,4-anhydroerythritol) backbone structure and a TrS or MMTrS group have been examined as new "protected" protecting groups of the 5′-hydroxyl grou