CAS 130860-12-7: 3′-Deoxy-2′-O-[(1,1-dimethylethyl)dimethylsilyl]-5′-O-(triphenylmethyl)uridine

Description: 3′-Deoxy-2′-O-[(1,1-dimethylethyl)dimethylsilyl]-5′-O-(triphenylmethyl)uridine is a modified nucleoside derivative of uridine, characterized by several protective groups that enhance its stability and solubility. The presence of a 3′-deoxy group indicates the absence of a hydroxyl group at the 3′ position, which can influence its reactivity and biological activity. The 2′-O-[(1,1-dimethylethyl)dimethylsilyl] modification provides steric hindrance and protects the 2′ hydroxyl group, making it resistant to enzymatic degradation. The 5′-O-(triphenylmethyl) group serves as a protective moiety that can facilitate purification and handling, while also enhancing the compound's lipophilicity. This compound is often utilized in nucleic acid chemistry, particularly in the synthesis of oligonucleotides, due to its ability to mimic natural nucleosides while providing enhanced stability. Its unique structural features make it a valuable tool in biochemical research and potential therapeutic applications.

Formula: C₃₄H₄₀N₂O₅Si

InChI: InChI=1S/C34H40N2O5Si/c1-33(2,3)42(4,5)41-29-23-28(40-31(29)36-22-21-30(37)35-32(36)38)24-39-34(25-15-9-6-10-16-25,26-17-11-7-12-18-26)27-19-13-8-14-20-27/h6-22,28-29,31H,23-24H2,1-5H3,(H,35,37,38)/t28-,29+,31+/m0/s1

InChI key: InChIKey=BEBBEBKQPQRPHS-ILJQZKEFSA-N

SMILES: O=C1C=CN(C(=O)N1)C2OC(COC(C=3C=CC=CC3)(C=4C=CC=CC4)C=5C=CC=CC5)CC2O[Si](C)(C)C(C)(C)C

Synonyms:

• 3′-Deoxy-2′-O-[(1,1-dimethylethyl)dimethylsilyl]-5′-O-(triphenylmethyl)uridine
• 2′-O-(tert-Butyldimethylsilyl)-3′-deoxy-5′-O-trityluridine
• Uridine, 3′-deoxy-2′-O-[(1,1-dimethylethyl)dimethylsilyl]-5′-O-(triphenylmethyl)-

Uridine, 3'-deoxy-2'-O-[(1,1-dimethylethyl)dimethylsilyl]-5'-O-(triphenylmethyl)-

CAS: 130860-12-7

• Formula: C₃₄H₄₀N₂O₅Si
• Color and Shape: Solid
• Molecular weight: 584.7773

2’-O-(tert-Butyldimethylsilyl)-3’-deoxy-5’-O-trityluridine

CAS: 130860-12-7

2'-O-(tert-Butyldimethylsilyl)-3'-deoxy-5'-O-trityluridine

CAS: 130860-12-7

2'-O-(tert-Butyldimethylsilyl)-3'-deoxy-5'-O-trityluridine is a nucleoside that has antiviral and anticancer properties. It is a monophosphate of …

• Formula: C₃₄H₄₀N₂O₅Si
• Purity: Min. 95%
• Molecular weight: 584.78 g/mol