Production Method 1

53064-79-2

706785-62-8

89992-70-1

121076-16-2

65954-95-2

Reaction Conditions

1.1R:Bu4N+ ?Br-, R:Bu2SnO, S:ClCH2CH2Cl, 1 h, 70°C
2.1R:EtN(Pr-i)2, S:CH2Cl2, rt; 2 h, rt
3.1R:Cl2CHCO2H, S:CH2Cl2
3.2C:21871-47-6, 180 s
3.3R:R:C5H5N, 30 min, rt
3.4R:Et4N+ ?Br-, 45 min, rt
3.5R:Me3SiN=CMeOSiMe3, R:1H-Imidazole, R:Et3N, S:CCl4, S:MeCN, 5 h, 30°C
3.6R:3(Bu4N) ?HP2O7, S:DMF, 18 h, 30°C
3.7R:DBU, S:MeCN
3.8R:NH3

Reference

Solid-phase synthesis of 5'-triphosphate 2'-5'-oligoadenylates analogs with 3'-O-biolabile groups and their evaluation as RNase L activators and antiviral drugs

By Thillier, Yann et al, Bioorganic & Medicinal Chemistry, 2013, 21(17), 5461-5469

Production Method 2

56-65-5

65954-95-2

65954-94-1

65954-93-0

Reaction Conditions

1.1R:Tris buffer, R:MgCl2, R:Cleland's reagent, C:69106-44-1, S:H2O, 3 h, 30°C, pH 7.5; 5 min, 95°C

Reference

High yield synthesis, purification and characterisation of the RNase L activators 5'-triphosphate 2'-5'-oligoadenylates

By Morin, B. et al, Antiviral Research, 2010, 87(3), 345-352

Adenosine, 5'-O-[hydroxy[[hydroxy(phosphonooxy)phosphinyl]oxy]phosphinyl]adenylyl-(2'→5')-adenylyl-(2'→5')-adenylyl-(2'→5')- Raw materials

• iodomethyl 2,2-dimethylpropanoate
• Adenosine 5'-Triphosphate
• Adenosine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-N-(phenoxyacetyl)-, 2'-acetate (9CI)
• Cyanoethyl N,N-Diisopropyl Phosphoamidochloridite
• 5'-O-(4,4'-DiMethoxytrityl)-N6-Phenoxyacetyl adenosine

Adenosine, 5'-O-[hydroxy[[hydroxy(phosphonooxy)phosphinyl]oxy]phosphinyl]adenylyl-(2'→5')-adenylyl-(2'→5')-adenylyl-(2'→5')- Preparation Products

• Adenosine, 5'-O-[hydroxy[[hydroxy(phosphonooxy)phosphinyl]oxy]phosphinyl]adenylyl-(2'→5')- (65954-94-1)
• Adenosine, 5'-O-[hydroxy[[hydroxy(phosphonooxy)phosphinyl]oxy]phosphinyl]adenylyl-(2'→5')-adenylyl-(2'→5')-adenylyl-(2'→5')- (65954-95-2)
• Adenosine, 5'-O-[hydroxy[[hydroxy(phosphonooxy)phosphinyl]oxy]phosphinyl]adenylyl-(2'→5')-adenylyl-(2'→5')- (65954-93-0)

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