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

Base Information

Chemical Name:5'-O-benzyl-4-N-(tert-butyloxycarbonyl)-2'-deoxy-3'-O-diethylphosphoryl-4'α-{[(2-(2-iodophenyl)ethyl)thio]carbonyl}cytidine
CAS No.:470699-84-4
Molecular Formula:C₃₄H₄₃IN₃O₁₀PS
Molecular Weight:843.674
Hs Code.:

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

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

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

There total 6 articles about 5'-O-benzyl-4-N-(tert-butyloxycarbonyl)-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:

: 2-benzyloxymethyl-5-(4-tert-butoxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-3-(diethoxy-phosphanyloxy)-tetrahydro-furan-2-carbothioic acid S-[2-(2-iodo-phenyl)-ethyl] ester

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

Guidance literature:: With 2,6-dimethylpyridine; iodine; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/S0040-4020(02)00557-4

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

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

Guidance literature:: Multi-step reaction with 5 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

With 2,6-dimethylpyridine; dmap; potassium tert-butylate; iodine; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; In tetrahydrofuran; dichloromethane; water;
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

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

Guidance literature:: Multi-step reaction with 5 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

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