114021-22-6

Basic information

• Product Name: 3',5'-BIS-O-(T-BUTYLDIMETHYLSILYL)-O4-(2,4,6-TRIISOPROPYL-PHENYLSULFONYL)THYMIDINE
• Synonyms: 3',5'-BIS-O-(T-BUTYLDIMETHYLSILYL)-O4-(2,4,6-TRIISOPROPYL-PHENYLSULFONYL)THYMIDINE
• CAS NO: 114021-22-6
• Molecular Formula: C₃₇H₆₄N₂O₇SSi₂
• Molecular Weight: 737.15
• Mol File: 114021-22-6.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3',5'-BIS-O-(T-BUTYLDIMETHYLSILYL)-O4-(2,4,6-TRIISOPROPYL-PHENYLSULFONYL)THYMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3',5'-BIS-O-(T-BUTYLDIMETHYLSILYL)-O4-(2,4,6-TRIISOPROPYL-PHENYLSULFONYL)THYMIDINE(114021-22-6)
• EPA Substance Registry System: 3',5'-BIS-O-(T-BUTYLDIMETHYLSILYL)-O4-(2,4,6-TRIISOPROPYL-PHENYLSULFONYL)THYMIDINE(114021-22-6)

Safety Data

• Hazardous Substances Data: 114021-22-6(Hazardous Substances Data)

Upstream product

• 6553-96-4 2,4,6-triisopropylphenylsulfonyl chloride 
• 40733-26-4 3',5'-O-di(tert-butyldimethylsilyl)thymidine 
• 50-89-5 thymidine 
• 18162-48-6 tert-butyldimethylsilyl chloride 

Downstream Products

• 124575-05-9 2,4,6-Triisopropyl-benzenesulfonic acid 1-[(2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-5,6-dimethyl-2-oxo-1,2,3,6-tetrahydro-pyrimidin-4-yl ester 
• 944149-08-0 1-[2'-deoxy-3',5'-bis-O-(tert-butyldimethylsilyl)ribofuranosyl]-4-phenyl-5-methyl-2-(1H)-pyrimidinone 
• 1290537-73-3 C₄₃H₅₂N₅O₇PS 
• 869355-26-0 C₁₃H₁₇N₃O₄S 
• 142409-74-3 5'-O-(4,4'-Dimethoxytrityl)-4--thiothymidine 
• 1422258-31-8 C₅₀H₆₉N₄O₇PS 
• 1422258-30-7 C₄₁H₅₂N₂O₆S 

Relevant articles and documents

Quantification of the sixth DNA base hydroxymethylcytosine in the brain

Mind over matter: LC-MS has allowed the amount of the post-replicatively formed DNA base 5hydroxymethylcytosine (see picture; left) to be quantified in brain tissue. The nucleoside is most abundant in areas that are associated with higher cognitive functions, and its content in mouse hippocampi seems to increase with age. The new method enables hydroxymethylcytosine to be quantified with unprecedented accuracy. (Figure Presented)

4-vinyl-substituted pyrimidine nucleosides exhibit the efficient and selective formation of interstrand cross-links with RNA and duplex DNA

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Remarkable stabilization of antiparallel DNA triplexes by strong stacking effects of consecutively modified nucleobases containing thiocarbonyl groups

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SYNTHESIS OF 4-C SUBSTITUTED PYRIMIDINE NUCLEOSIDES

t-Butyldimethylsilyl protected uridine and thyimidine were converted to the 4-O-triisopropylsulfonyl derivatives 3 and 4, respectively. 3 and 4 underwent clean displacements with mmalonate-type nucleophiles yielding the 4-C-substituted pyrimidine nucleosi