2-(2-methylthioethyl)-6-phenoxyacetylamino-9-[2-deoxy-3’,5’-O-bis-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]purine

Base Information

Chemical Name:2-(2-methylthioethyl)-6-phenoxyacetylamino-9-[2-deoxy-3’,5’-O-bis-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]purine
CAS No.:1414930-06-5
Molecular Formula:C₃₃H₅₃N₅O₅SSi₂
Molecular Weight:688.051
Hs Code.:

Synonyms:2-(2-methylthioethyl)-6-phenoxyacetylamino-9-[2-deoxy-3’,5’-O-bis-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]purine

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Chemical Property of 2-(2-methylthioethyl)-6-phenoxyacetylamino-9-[2-deoxy-3’,5’-O-bis-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]purine

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Technology Process of 2-(2-methylthioethyl)-6-phenoxyacetylamino-9-[2-deoxy-3’,5’-O-bis-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]purine

There total 3 articles about 2-(2-methylthioethyl)-6-phenoxyacetylamino-9-[2-deoxy-3’,5’-O-bis-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]purine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

: 1414930-05-4
2-(2-methylthioethyl)-9-[2-deoxy-3’,5’-O-bis-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]adenine

: 701-99-5
Phenoxyacetyl chloride

: 1414930-06-5
2-(2-methylthioethyl)-6-phenoxyacetylamino-9-[2-deoxy-3’,5’-O-bis-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]purine

Guidance literature:: With benzotriazol-1-ol; In pyridine; at 20 ℃; for 21h; Inert atmosphere;
DOI:10.1016/j.bmcl.2012.08.122

Reference yield:

: 133519-55-8
2-vinyl-9-<2-deoxy-3,5-O-bis-(tert-butyldimethylsilyl)-β-D-ribofuranosyl>adenine

: 1414930-06-5
2-(2-methylthioethyl)-6-phenoxyacetylamino-9-[2-deoxy-3’,5’-O-bis-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]purine

Guidance literature:: Multi-step reaction with 2 steps

1: water; acetonitrile / 72 h / 20 °C / Inert atmosphere

2: benzotriazol-1-ol / pyridine / 21 h / 20 °C / Inert atmosphere

With benzotriazol-1-ol; In pyridine; water; acetonitrile;
DOI:10.1016/j.bmcl.2012.08.122

Reference yield:

: 133519-49-0
6-amino-9-{(2R,4S,5R)-4-(tert-butyldimethylsilyloxy)-5-[(tert-butyldimethylsilyloxy)methyl]tetrahydrofuran-2-yl}-2-iodo-9H-purine

: 1414930-06-5
2-(2-methylthioethyl)-6-phenoxyacetylamino-9-[2-deoxy-3’,5’-O-bis-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]purine

Guidance literature:: Multi-step reaction with 3 steps

1: dichloro bis(acetonitrile) palladium(II) / acetonitrile / 5 h / 60 °C / Inert atmosphere

2: water; acetonitrile / 72 h / 20 °C / Inert atmosphere

3: benzotriazol-1-ol / pyridine / 21 h / 20 °C / Inert atmosphere

With dichloro bis(acetonitrile) palladium(II); benzotriazol-1-ol; In pyridine; water; acetonitrile;
DOI:10.1016/j.bmcl.2012.08.122