2-(2-methylthioethyl)-6-phenoxyacetylamino-1-[2-(2’deoxy-3’-N,N-diisopropyl cyanoethylphosphoramidyl)-5’-O-(4,4’-dimethoxytrityl)-β-D-ribofuranosyl]purine

Base Information

Chemical Name:2-(2-methylthioethyl)-6-phenoxyacetylamino-1-[2-(2’deoxy-3’-N,N-diisopropyl cyanoethylphosphoramidyl)-5’-O-(4,4’-dimethoxytrityl)-β-D-ribofuranosyl]purine
CAS No.:1414930-09-8
Molecular Formula:C₅₁H₆₀N₇O₈PS
Molecular Weight:962.119
Hs Code.:

2-(2-methylthioethyl)-6-phenoxyacetylamino-1-[2-(2’deoxy-3’-N,N-diisopropyl cyanoethylphosphoramidyl)-5’-O-(4,4’-dimethoxytrityl)-β-D-ribofuranosyl]purine

Synonyms:2-(2-methylthioethyl)-6-phenoxyacetylamino-1-[2-(2’deoxy-3’-N,N-diisopropyl cyanoethylphosphoramidyl)-5’-O-(4,4’-dimethoxytrityl)-β-D-ribofuranosyl]purine

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Chemical Property of 2-(2-methylthioethyl)-6-phenoxyacetylamino-1-[2-(2’deoxy-3’-N,N-diisopropyl cyanoethylphosphoramidyl)-5’-O-(4,4’-dimethoxytrityl)-β-D-ribofuranosyl]purine

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Technology Process of 2-(2-methylthioethyl)-6-phenoxyacetylamino-1-[2-(2’deoxy-3’-N,N-diisopropyl cyanoethylphosphoramidyl)-5’-O-(4,4’-dimethoxytrityl)-β-D-ribofuranosyl]purine

There total 6 articles about 2-(2-methylthioethyl)-6-phenoxyacetylamino-1-[2-(2’deoxy-3’-N,N-diisopropyl cyanoethylphosphoramidyl)-5’-O-(4,4’-dimethoxytrityl)-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: 29.0%

: 1414930-08-7
2-(2-methylthioethyl)-6-phenoxyacetylamino-9-[2’-deoxy-5’-O-(4,4’-dimethoxytrityl)-β-D-ribofuranosyl]purine

: 132133-40-5
chloro-(2-cyanoethyl)-diisopropylaminophosphane

: 1414930-09-8
2-(2-methylthioethyl)-6-phenoxyacetylamino-1-[2-(2’deoxy-3’-N,N-diisopropyl cyanoethylphosphoramidyl)-5’-O-(4,4’-dimethoxytrityl)-β-D-ribofuranosyl]purine

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 1h;
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

: 1414930-09-8
2-(2-methylthioethyl)-6-phenoxyacetylamino-1-[2-(2’deoxy-3’-N,N-diisopropyl cyanoethylphosphoramidyl)-5’-O-(4,4’-dimethoxytrityl)-β-D-ribofuranosyl]purine

Guidance literature:: Multi-step reaction with 6 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

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 °C

5: pyridine / 5 h / 0 °C

6: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 °C

With pyridine; dichloro bis(acetonitrile) palladium(II); tetrabutyl ammonium fluoride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; pyridine; dichloromethane; water; acetonitrile;
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

: 1414930-09-8
2-(2-methylthioethyl)-6-phenoxyacetylamino-1-[2-(2’deoxy-3’-N,N-diisopropyl cyanoethylphosphoramidyl)-5’-O-(4,4’-dimethoxytrityl)-β-D-ribofuranosyl]purine

Guidance literature:: Multi-step reaction with 5 steps

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

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

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 °C

4: pyridine / 5 h / 0 °C

5: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 °C

With pyridine; tetrabutyl ammonium fluoride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; pyridine; dichloromethane; water; acetonitrile;
DOI:10.1016/j.bmcl.2012.08.122