402564-06-1 Usage
Uses
Used in Medicinal Chemistry:
Uridine, 3'-(azidomethyl)-3'-deoxy-2'-O-[(1,1-dimethylethyl)dimethylsilyl]-5'-O-[(4-methoxyphenyl)diphenylmethyl]is used as a building block for the synthesis of novel nucleoside analogs for potential therapeutic applications. Its unique structure and functional groups can be exploited to design molecules with enhanced biological activity and selectivity.
Used in Biochemistry:
Uridine,
3'-(azidomethyl)-3'-deoxy-2'-O-[(1,1-dimethylethyl)dimethylsilyl]-5'-O-[(4-
methoxyphenyl)diphenylmethyl]is used as a research tool in biochemistry to study the interactions of nucleic acids with enzymes and other biomolecules. The presence of the azidomethyl group and the bulky 5'-O-[(4-methoxyphenyl)diphenylmethyl] group can be used to probe the binding sites and mechanisms of action of various enzymes involved in nucleic acid metabolism.
Used in Drug Delivery Systems:
Uridine, 3'-(azidomethyl)-3'-deoxy-2'-O-[(1,1-dimethylethyl)dimethylsilyl]-5'-O-[(4-methoxyphenyl)diphenylmethyl]can be used as a component in the design of drug delivery systems, particularly for nucleic acid-based therapeutics. Its unique structure and functional groups can be utilized to improve the stability, solubility, and cellular uptake of nucleic acid-based drugs, thereby enhancing their therapeutic efficacy.
Used in Chemical Synthesis:
Uridine,
3'-(azidomethyl)-3'-deoxy-2'-O-[(1,1-dimethylethyl)dimethylsilyl]-5'-O-[(4-
methoxyphenyl)diphenylmethyl]serves as an intermediate in the synthesis of more complex molecules, such as oligonucleotides or other nucleoside derivatives, which can be used in various applications, including diagnostics, therapeutics, and research. Its unique structure and functional groups provide a versatile platform for further chemical modifications and optimizations.
Check Digit Verification of cas no
The CAS Registry Mumber 402564-06-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 4,0,2,5,6 and 4 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 402564-06:
(8*4)+(7*0)+(6*2)+(5*5)+(4*6)+(3*4)+(2*0)+(1*6)=111
111 % 10 = 1
So 402564-06-1 is a valid CAS Registry Number.
402564-06-1Relevant academic research and scientific papers
Stereoselectivity in the synthesis of 3′-deoxy-3′-C-(hydroxymethyl)uridines by hydroboration and conversion into a building block for various 3′-deoxy-3′-C-(methylene)uridine analogues
Winqvist, Anna,Stromberg, Roger
, p. 4305 - 4311 (2007/10/03)
The stereoselectivity in hydroboration of 3′-deoxy-3′-C-(methylene)uridine derivatives has been studied. Hydroboration of 3′-deoxy-3′-C-(methylene)uridine derivatives gave two 3′-deoxy-3′-C-hydroxymethyl stereoisomers (with ribo or xylo configuration). The influence of reagent (BH3·Me2S, or 9-borabicyclo[3.3.1]nonane (9-BBN-H)) and solvent (THF, toluene, or hexane) was investigated. Use of BH3·Me2S gave the xylo isomer as the main product. The highest preference for the ribo isomer was obtained by use of 9-BBN-H in hexane. Furthermore, 4-methoxytrityl protection of the hydroxy function at the 5′-position resulted in better stereoselectivity than that obtained by tert-butyldimethylsilyl protection, when 9-BBN-H was used as reagent. At best, hydroboration of 1-[2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-methylene-5-O-(4-methoxytrityl)- β-D-erythro-pentofuranosyl]uracil (3b) using 9-BBN-H in hexane gave a ribo to xylo (4b to 5b) isomer ratio of 82:18. The ribo isomer was converted into the corresponding mesylate 6 to allow for further functionalization. Subsequent substitution with azide and reduction afforded 1-[3-C-aminomethyl-2-O-(tert-butyldimethylsilyl)-3-deoxy-5-O-(4-methoxytrityl)- β-D-ribo-pentofuranosyl]uracil (8) in good overall yield (43% over 6 steps). Wiley-VCH Verlag GmbH, 2001.
