1235870-17-3

Basic information

• Product Name: N6-benzoyl-9-[3,5-O-(di-tert-butylsilylene)-2-deoxy-2-iodo-1-C-(triethylsilyloxymethyl)-β-D-ribofuranosyl]adenine
• Synonyms: N6-benzoyl-9-[3,5-O-(di-tert-butylsilylene)-2-deoxy-2-iodo-1-C-(triethylsilyloxymethyl)-β-D-ribofuranosyl]adenine
• CAS NO: 1235870-17-3
• Molecular Weight: 765.839
• Mol File: 1235870-17-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N6-benzoyl-9-[3,5-O-(di-tert-butylsilylene)-2-deoxy-2-iodo-1-C-(triethylsilyloxymethyl)-β-D-ribofuranosyl]adenine(CAS DataBase Reference)
• NIST Chemistry Reference: N6-benzoyl-9-[3,5-O-(di-tert-butylsilylene)-2-deoxy-2-iodo-1-C-(triethylsilyloxymethyl)-β-D-ribofuranosyl]adenine(1235870-17-3)
• EPA Substance Registry System: N6-benzoyl-9-[3,5-O-(di-tert-butylsilylene)-2-deoxy-2-iodo-1-C-(triethylsilyloxymethyl)-β-D-ribofuranosyl]adenine(1235870-17-3)

Safety Data

• Hazardous Substances Data: 1235870-17-3(Hazardous Substances Data)

Upstream product

• 1235869-94-9 1,4-anhydro-2-deoxy-3,5-di-O-(di-tert-butylsilylene)-1-C-(triethylsilyloxy-methyl)-D-erythro-pent-1-enitol 
• 4005-49-6 N₆-benzoyladenine 

Downstream Products

• 1235870-20-8 N6-benzoyl-9-[3,5-O-(di-tert-butylsilylene)-2-deoxy-1-C-(triethylsilyloxy-methyl)-β-D-ribofuranosyl]adenine 

Relevant articles and documents

Electrophilic glycosidation employing 3,5-O-(di-tert-butylsilylene)-erythro-furanoid glycal leads to exclusive formation of the β-anomer: synthesis of 2′-deoxynucleosides and its 1′-branched analogues

Stereoselectivity in N-iodosuccimide (NIS)-mediated electrophilic glycosidation was examined by employing 2,4-bis-O-(trimethylsilyl)thymine and three different silyl-protected erythro-furanoid glycals 12, 16, and 18. As a result, it was found that 3,5-O-(di-t-butylsilylene)-protected 18 gave only the β-anomer (21). The remarkable stereoselectivity observed by employing 18 is discussed on the basis of its X-ray crystallographic analysis. 1-Substituted glycals gave the corresponding β-anomer, again exclusively, to provide access to 1′-branched 2′-deoxynucleosides.