14486-22-7

Basic information

• Product Name: 2',3'-Anhydroadenosine
• Synonyms: 1-[(1R,4R,5R)-4-(hydroxymethyl)-3,6-dioxabicyclo[3.1.0]hex-2-yl]-5-met hyl-pyrimidine-2,4-dione;2'',3''-ANHYDROADENOSINE;1-(2,3-Anhydro-beta-D-lyxofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione;9-[(1R,5R)-4α-(Hydroxymethyl)-3,6-dioxabicyclo[3.1.0]hexan-2α-yl]-9H-purin-6-amine;Anhydro-T;2,3'-Anhydro-T
• CAS NO: 14486-22-7
• Molecular Formula: C10H11N5O3
• Molecular Weight: 249.229
• Mol File: 14486-22-7.mol
• Article Data: 3

Chemical Properties

• Melting Point: 143.5-144.5 °C
• Appearance: /
• Density: 1.505 g/cm³
• Storage Temp.: Refrigerator
• Solubility: DMSO, Methanol (slightly)
• PKA: 9.44±0.10(Predicted)
• CAS DataBase Reference: 2',3'-Anhydroadenosine(CAS DataBase Reference)
• NIST Chemistry Reference: 2',3'-Anhydroadenosine(14486-22-7)
• EPA Substance Registry System: 2',3'-Anhydroadenosine(14486-22-7)

Safety Data

• Hazardous Substances Data: 14486-22-7(Hazardous Substances Data)

Usage

Uses

2'',3''-Anhydroadenosine is an intermediate in synthesizing Cordycepin (C685800), which is the first reported nucleoside antibiotic.

Upstream product

• 120649-55-0 1-(5-O-benzoyl-β-D-ribofuranosyl)thymine 
• 120673-67-8 1-<5-O-Benzoyl-2,3-O-bis(methylsulfonyl)-β-D-ribofuranosyl>thymine 
• 1463-10-1 5-Methyluridine 
• 138239-62-0 1-((2R,3R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-3,4-dihydroxytetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione 
• 7288-28-0 2,4-bis(trimethylsiloxy)-5-methylpyrimidine 
• 191538-87-1 C₁₉H₁₆O₅ 
• 65-71-4 thymin 
• 196867-32-0 1-(3',5'-di-O-benzoyl-2'-deoxy-2'-iodo-β-D-xylopentofuranosyl)thymine 
• 114551-08-5 5'-O-(4,4'-dimethoxytrityl)-1-(2,3-anhydro-β-D-lyxofuranosyl)thymine 
• 99631-18-2 2,2'-Anhydro-1-(5'-O-Benzoyl-3'-O-methylsulfonyl-β-D-arabinofuranosyl)thymine 
• 120649-60-7 2,2'-Anhydro-1-(3'-O-methylsulfonyl-β-D-arabinofuranosyl)thymine 
• 3180-76-5 2',3',5'-tri-O-benzoyluridine 

Downstream Products

• 115913-83-2 3'-cyano-3'-deoxy-β-D-arabinofuranosylthymine 

Relevant articles and documents

An efficient and highly stereoselective synthesis of nucleoside derivatives from furanoid 1,2-diols

Reaction between suitably protected furanoid glycals 1b-4b, readily obtained from furanoid 1,2-diols (1a-4a), and different silylated pyrimidine bases, gave the corresponding 3',5'- and 3',5',6'-O-protected 2'-deoxy-2'-iodo-β-D-xylo-pentofuranosyl 5-10 and β-D-gluco-hexofuranosyl 11 nucleosides, respectively. Compound 5 has been transformed into its 2'-deoxy 12 and 2',3'-anhydro 14 derivatives. The high stereoselectivity of the reaction is discussed.

1-(2,3-anhydro-β-D-lyxofuranosyl)cytosine derivatives as potential inhibitors of the human immunodeficiency virus

We report here that 1-(2,3-anhydro-β-D-lyxofuranosyl)cytosine has activity against the human immunodeficiency virus in vitro. A number of 2',3'-anhydro-β-D-lyxofuranosyl nucleoside derivatives were prepared, but none had the activity of the title compound. New efficient procedures were developed for the synthesis of 3'-deoxy-3'-alkyl- and 3'-deoxy-β-D-arabinosylpyrimidine derivatives.