132089-83-9

Basic information

• Product Name: 6-(4-chlorophenylsulphonyl)-9-(2,3-O-cyclopentylidene-β-D-ribofuranosyl)-9H-purine
• Synonyms: 6-(4-chlorophenylsulphonyl)-9-(2,3-O-cyclopentylidene-β-D-ribofuranosyl)-9H-purine
• CAS NO: 132089-83-9
• Molecular Weight: 492.94
• Mol File: 132089-83-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 6-(4-chlorophenylsulphonyl)-9-(2,3-O-cyclopentylidene-β-D-ribofuranosyl)-9H-purine(CAS DataBase Reference)
• NIST Chemistry Reference: 6-(4-chlorophenylsulphonyl)-9-(2,3-O-cyclopentylidene-β-D-ribofuranosyl)-9H-purine(132089-83-9)
• EPA Substance Registry System: 6-(4-chlorophenylsulphonyl)-9-(2,3-O-cyclopentylidene-β-D-ribofuranosyl)-9H-purine(132089-83-9)

Safety Data

• Hazardous Substances Data: 132089-83-9(Hazardous Substances Data)

Upstream product

• 3181-38-2 2',3',5'-tri-O-acetylinosine 
• 58-63-9 Inosine 
• 132089-80-6 6-(4-chlorophenylsulfanyl)-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-9H-purine 
• 132089-81-7 6-(4-chlorophenylthio)-9-β-D-ribofuranosyl-9H-purine 
• 931-94-2 1,1-dimethoxycyclopentane 
• 5987-73-5 2',3',5'-O-triacetyl-6-chloroinosine 

Downstream Products

• 34621-02-8 N-<9-(β-ribofuranosyl)-9H-purin-6-yl>aspartic acid 
• 132089-87-3 C₄₇H₄₈N₅O₁₁P 
• 132089-88-4 (S)-2-{9-[(2R,3R,4S,5R)-5-(Bis-benzyloxy-phosphoryloxymethyl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-9H-purin-6-ylamino}-succinic acid dibenzyl ester 
• 98675-17-3 adenosylsuccinic acid ammonium salt 
• 4542-23-8 N-<9-(β-ribofuranosyl)-9H-purin-6-yl>-L-aspartic acid 
• 132089-85-1 dibenzyl-N-<9-(2,3-O-cyclopentylidene-β-D-ribofuranosyl)-9H-purin-6-yl>-aspartate 
• 132089-85-1 C₃₃H₃₅N₅O₈ 
• 132089-85-1 dibenzyl-N-<9-(2,3-O-cyclopentylidene-β-D-ribofuranosyl)-9H-purin-6-yl>-L-aspartate 

Relevant articles and documents

An Unambiguous Synthesis of Adenylosuccinic Acid and its Constituent Nucleoside

6-(4-Chlorophenylthio)-9-(2,3-O-cyclopentylidene-β-D-ribofuranosyl)-9H-purine (7) is prepared from 6-chloro-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-9H-purine (5) in three steps and is then converted, by treatment with 3-chloroperbenzoic acid, into the corresponding sulphoxide (9) and crystalline sulphone (8) in ca. 88 and 65percent isolated yield, respectively.When the sulphoxide (9) is heated with dibenzyl L-aspartate in N,N-dimethylacetamide solution at 70-75 deg C for 28 hr, compound (11) is obtained in ca. 70percent isolated yield.Removal of the protecting groups from compound (11) gives N--L-aspartic acid (3) as a crystalline solid in ca. 68percent yield; phosphorylation of compound (11) with dibenzyl phosphorochloridate and removal of the protecting groups gives adenylosuccinic acid (1), isolated as its ammonium salt, in ca. 66percent yield.When the sulphone (8) is converted via compound (11) into the diacids (3) and (1), the products obtained appear to be contaminated with the D-acids (12) and (14), respectively, which are diastereomers of compounds (3) and (1).