236427-57-9

Upstream product

• 51549-35-0 3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine 
• 100-51-6 benzyl alcohol 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 961-07-9 2'-Deoxyguanosine 
• 150884-25-6 3',5'-bis-O-(tert-butyldimethylsilyl)-O⁶-[(2,4,6-trimethylphenyl)sulfonyl]-2'-deoxyguanosine 

Downstream Products

• 236427-63-7 2-N-(2-(5'-O-3'-O-bis(tert-butyldimethylsilyl)-6-O-benzyl-2'-deoxyinosyl))-5'-O-3'-O-bis(tert-butyldimethylsilyl)-6-O-benzyl-2'-deoxyguanosine 
• 253270-07-4 N²-(2-nitro-3-methylphenyl)-O⁶-benzyl-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine 
• 253270-08-5 N²-(2-nitronaphth-1-yl)-O⁶-benzyl-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine 
• 260798-03-6 6-N-(2-(5'-O-3'-O-bis(tert-butyldimethylsilyl)-6-O-benzyl-2'-deoxyinosyl))-5'-O-3'-O-bis(tert-butyldimethylsilyl)-2'-deoxyadenosine 
• 236427-58-0 2-bromo-6-benzyloxy-9-[2-deoxy-3,5-bis(O-tert-butyldimethylsilyl)-β-D-erythro-pentofuranosyl]purine 
• 590409-54-4 2-(8-nitro-1-pyrenyl)-O⁶-benzyl-2'-deoxyguanosine 
• 865710-39-0 O⁶-benzyl-2-chloro-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine 
• 590409-48-6 2-(8-nitro-1-pyrenyl)-O⁶-benzyl-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine 
• 577992-83-7 N²-(1-pyrenyl)-O⁶-benzyl-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine 

Relevant academic research and scientific papers

Synthesis and reactions of 2-chloro- and 2-tosyloxy-2′-deoxyinosine derivatives

Convenient syntheses of 2-chloro- and 2-tosyloxy-2′-deoxyinosine as their tert-butyldimethylsilyl ethers are described. Both compounds can be synthesized via a common route and rely on commercially available 2′-deoxyguanosine. The present method leading t

Chemical synthesis of cross-link lesions found in nitrous acid treated DNA: A general method for the preparation of N2-substituted 2'- deoxyguanosines

Treatment of DNA with nitrous acid results in the formation of DNA-DNA cross-links. Two cross-link lesions have previously been isolated and their structures assigned based on spectroscopic data. The major lesion has been proposed to consist of two deoxyguanosine (dG) nucleosides sharing a common N2 atom (1), while the structure of the minor lesion has been proposed to consist of a common nitrogen atom linking C2 of a dG nucleoside to C6 of deoxyadenosine (2). The chemical synthesis of 1 and 2, utilizing a palladium- catalyzed coupling, is described herein. It is demonstrated that the spectroscopic properties of synthetic 1 are identical to that of lesion 1 obtained from nitrous acid cross-linked DNA, thus providing a proof of its structure. Comparison of the limited spectroscopic data available for lesion 2 originating from nitrous acid cross-linked DNA to synthetic 2 supports its structural assignment. The synthetic approach used for synthesis of 1 and 2 is shown to be a general method for the preparation of a variety of N2- substituted dG nucleosides in good yields.

Facile synthesis of O6-alkyl-, O6-aryl-, and diaminopurine nucleosides from 2′-deoxyguanosine

(equation presented) The 3′,5′-bis-O-TBDMS derivative of 2′-deoxyguanosine can be converted to its O6-alkyl and O6-aryl ethers as well as to N6-substituted diaminopurine nucleosides in two simple steps. Also described is a