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

Base Information

Chemical Name:5'-O-benzyl-2'-deoxy-3'-O-diethylphosphoryl-4'α-{[(2-(2-iodophenyl)ethyl)thio]carbonyl}cytidine
CAS No.:470699-99-1
Molecular Formula:C₂₉H₃₅IN₃O₈PS
Molecular Weight:743.556
Hs Code.:

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

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

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

There total 6 articles about 5'-O-benzyl-2'-deoxy-3'-O-diethylphosphoryl-4'α-{[(2-(2-iodophenyl)ethyl)thio]carbonyl}cytidine 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: 96.0%

: 470699-84-4
5'-O-benzyl-4-N-(tert-butyloxycarbonyl)-2'-deoxy-3'-O-diethylphosphoryl-4'α-{[(2-(2-iodophenyl)ethyl)thio]carbonyl}cytidine

: 470699-99-1
5'-O-benzyl-2'-deoxy-3'-O-diethylphosphoryl-4'α-{[(2-(2-iodophenyl)ethyl)thio]carbonyl}cytidine

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1016/S0040-4020(02)00557-4

Reference yield:

: 470699-74-2
5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-2-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-carboxylic acid methyl ester

: 470699-99-1
5'-O-benzyl-2'-deoxy-3'-O-diethylphosphoryl-4'α-{[(2-(2-iodophenyl)ethyl)thio]carbonyl}cytidine

Guidance literature:: Multi-step reaction with 6 steps

1: 77 percent / triethylamine; DMAP / CH₂Cl₂ / 5 h / 20 °C

2: 98 percent / potassium tert-butoxide / tetrahydrofuran; H₂O

3: 90 percent / BOP-Cl; triethylamine / tetrahydrofuran; CH₂Cl₂ / 2 h / Heating

4: DMAP / CH₂Cl₂ / 0 °C

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

6: 96 percent / trifluoroacetic acid / CH₂Cl₂ / 2 h / 20 °C

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

Reference yield:

: 470699-81-1
5'-O-benzyl-4-N-(tert-butyloxycarbonyl)-4'α-carboxyl-2'-deoxycytidine

: 470699-99-1
5'-O-benzyl-2'-deoxy-3'-O-diethylphosphoryl-4'α-{[(2-(2-iodophenyl)ethyl)thio]carbonyl}cytidine

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / BOP-Cl; triethylamine / tetrahydrofuran; CH₂Cl₂ / 2 h / Heating

2: DMAP / CH₂Cl₂ / 0 °C

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

4: 96 percent / trifluoroacetic acid / CH₂Cl₂ / 2 h / 20 °C

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