5'-O-benzyl-2'-deoxy-3'-O-diethylphosphoryl-4'α-{[(2-(2-iodophenyl)ethyl)thio]carbonyl}guanosine

Base Information

Chemical Name:5'-O-benzyl-2'-deoxy-3'-O-diethylphosphoryl-4'α-{[(2-(2-iodophenyl)ethyl)thio]carbonyl}guanosine
CAS No.:470700-03-9
Molecular Formula:C₃₀H₃₅IN₅O₈PS
Molecular Weight:783.581
Hs Code.:

Synonyms:5'-O-benzyl-2'-deoxy-3'-O-diethylphosphoryl-4'α-{[(2-(2-iodophenyl)ethyl)thio]carbonyl}guanosine

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Chemical Property of 5'-O-benzyl-2'-deoxy-3'-O-diethylphosphoryl-4'α-{[(2-(2-iodophenyl)ethyl)thio]carbonyl}guanosine

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Technology Process of 5'-O-benzyl-2'-deoxy-3'-O-diethylphosphoryl-4'α-{[(2-(2-iodophenyl)ethyl)thio]carbonyl}guanosine

There total 5 articles about 5'-O-benzyl-2'-deoxy-3'-O-diethylphosphoryl-4'α-{[(2-(2-iodophenyl)ethyl)thio]carbonyl}guanosine 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: 85.0%

: 470699-95-7
5'-O-benzyl-2-N-(tert-butyloxycarbonyl)-2'-deoxy-3'-O-diethylphosphoryl-4'α-{[(2-(2-iodophenyl)ethyl)thio]carbonyl}guanosine

: 470700-03-9
5'-O-benzyl-2'-deoxy-3'-O-diethylphosphoryl-4'α-{[(2-(2-iodophenyl)ethyl)thio]carbonyl}guanosine

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.833333h;
DOI:10.1016/S0040-4020(02)00557-4

Reference yield:

: 177748-62-8
2-(2-iodophenyl)-1-ethanethiol

: 470700-03-9
5'-O-benzyl-2'-deoxy-3'-O-diethylphosphoryl-4'α-{[(2-(2-iodophenyl)ethyl)thio]carbonyl}guanosine

Guidance literature:: Multi-step reaction with 4 steps

1: 60 percent / BOP-Cl; triethylamine / tetrahydrofuran; CH₂Cl₂ / 2 h / Heating

2: DMAP / CH₂Cl₂ / 0 °C

3: iodine; 2,6-lutidine / CH₂Cl₂; tetrahydrofuran; H₂O

4: 85 percent / TMSOTf / CH₂Cl₂ / 0.83 h / 0 °C

With 2,6-dimethylpyridine; dmap; trimethylsilyl trifluoromethanesulfonate; iodine; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/S0040-4020(02)00557-4

Reference yield:

: 470699-93-5
5'-O-benzyl-2-N-(tert-butyloxycarbonyl)-4'α-carboxyl-2'-deoxyguanosine

: 470700-03-9
5'-O-benzyl-2'-deoxy-3'-O-diethylphosphoryl-4'α-{[(2-(2-iodophenyl)ethyl)thio]carbonyl}guanosine

Guidance literature:: Multi-step reaction with 4 steps

1: 60 percent / BOP-Cl; triethylamine / tetrahydrofuran; CH₂Cl₂ / 2 h / Heating

2: DMAP / CH₂Cl₂ / 0 °C

3: iodine; 2,6-lutidine / CH₂Cl₂; tetrahydrofuran; H₂O

4: 85 percent / TMSOTf / CH₂Cl₂ / 0.83 h / 0 °C

With 2,6-dimethylpyridine; dmap; trimethylsilyl trifluoromethanesulfonate; iodine; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/S0040-4020(02)00557-4