151825-72-8

Basic information

• Product Name: (2R)-2-C-(adenin-9-yl)-1,4-anhydro-3,5-di-O-benzyl-2-deoxy-D-arabitol
• Synonyms: (2R)-2-C-(adenin-9-yl)-1,4-anhydro-3,5-di-O-benzyl-2-deoxy-D-arabitol
• CAS NO: 151825-72-8
• Molecular Weight: 431.494
• Mol File: 151825-72-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2R)-2-C-(adenin-9-yl)-1,4-anhydro-3,5-di-O-benzyl-2-deoxy-D-arabitol(CAS DataBase Reference)
• NIST Chemistry Reference: (2R)-2-C-(adenin-9-yl)-1,4-anhydro-3,5-di-O-benzyl-2-deoxy-D-arabitol(151825-72-8)
• EPA Substance Registry System: (2R)-2-C-(adenin-9-yl)-1,4-anhydro-3,5-di-O-benzyl-2-deoxy-D-arabitol(151825-72-8)

Safety Data

• Hazardous Substances Data: 151825-72-8(Hazardous Substances Data)

Upstream product

• 66224-66-6 adenine 
• 151825-71-7 Toluene-4-sulfonic acid (3S,4R,5R)-4-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-3-yl ester 
• 161452-60-4 1,4-anhydro-3,5-di-O-benzyl-2-O-methanesulfonyl-D-ribitol 
• 37077-81-9 1,2-isopropylidene-α-D-ribofuranose 
• 16054-78-7 (2S,3S,4R)-3,5-O-dibenzyloxy-1,2,4-pentanetriol 
• 55735-86-9 3,5-O-dibenzyloxy-1,2-O-isorpopylidene-α-D-ribofuranose 
• 55775-39-8 1-O-methyl-3,5-di-O-benzyl-D-ribofuranoside 
• 138679-69-3 1,4-anhydro-3,5-di-O-benzyl-D-ribitol 
• 161452-59-1 1,4-anhydro-3,5-di-O-benzyl-2-O-isopropyl-D-ribitol 
• 18549-40-1 1,2-O-isopropylidene-α-D-glucofuranose 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 

Relevant articles and documents

Nucleosides and nucleotides. 132. Synthesis and biological evaluations of ring-expanded oxetanocin analogues: Purine and pyrimidine analogues of 1,4-anhydro-2-deoxy-D-arabitol and 1,4-anhydro-2-deoxy-3-hydroxymethyl-D-arabitol

(2R)-2-C-(Adenin-9-yl)- 1,4-anhydro-2-deoxy-D-arabitol (2) and (2R, 3R)-2-C-(adenin-9-yl)- 1,4-anhydro- 2,3-dideoxy-3-C-hydroxymethyl-D-arabitol (3), and their 2,6-diaminopurine analogues 4 and 5 were synthesized from corresponding 1,4-anhydro-D-ribitol derivatives, which were readily obtained from D-glucose. The corresponding guanine isonucleosides 6 and 7 were obtained from 4 and 5 by enzymatic deamination with adenosine deaminase. Pyrimidine counterparts 8 and 9 were synthesized via construction of the pyrimidine moiety from amino derivatives of the 1,4-anhydro-D-arabitol derivatives. Antiviral activity of these ring-expanded derivatives of oxetanocins towards HSV-1, HSV-2, HCMV, and HBV in vitro was examined along with their cytotoxicity against L1210 and KB cells in vitro.