N⁴-benzoyl-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-O-(2-methoxyethyl)-6-vinylcytidine

Base Information

• Chemical Name: N⁴-benzoyl-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-O-(2-methoxyethyl)-6-vinylcytidine
• CAS No.: 859838-20-3
• Molecular Formula: C₃₃H₅₃N₃O₇Si₂
• Molecular Weight: 659.971

Synonyms:N⁴-benzoyl-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-O-(2-methoxyethyl)-6-vinylcytidine

Chemical Property of N⁴-benzoyl-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-O-(2-methoxyethyl)-6-vinylcytidine

Chemical Property:

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Technology Process of N⁴-benzoyl-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-O-(2-methoxyethyl)-6-vinylcytidine

There total 1 articles about N⁴-benzoyl-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-O-(2-methoxyethyl)-6-vinylcytidine 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: 60.0%

N-{1-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-3-(2-methoxy-ethoxy)-tetrahydro-furan-2-yl]-6-formyl-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide (859838-22-5) + Methyltriphenylphosphonium bromide (1779-49-3) → N4-benzoyl-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-O-(2-methoxyethyl)-6-vinylcytidine (859838-20-3)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2005.04.083

Reference yield: 87.0%

N4-benzoyl-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-O-(2-methoxyethyl)-6-vinylcytidine (859838-20-3) → N-[1-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-3-(2-methoxy-ethoxy)-tetrahydro-furan-2-yl]-6-(1,2-dibromo-ethyl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide (859838-25-8)

Guidance literature:

With bromine; In tetrachloromethane; at -10 ℃; for 1.5h;

DOI:10.1016/j.tetlet.2005.04.083

Reference yield: 84.0%

N4-benzoyl-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-O-(2-methoxyethyl)-6-vinylcytidine (859838-20-3) + ethanethiol (75-08-1) → N-[1-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-3-(2-methoxy-ethoxy)-tetrahydro-furan-2-yl]-6-(2-ethylsulfanyl-ethyl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide (859838-26-9)

Guidance literature:

In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2005.04.083

upstream raw materials:

N-{1-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-3-(2-methoxy-ethoxy)-tetrahydro-furan-2-yl]-6-formyl-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide

Methyltriphenylphosphonium bromide

Downstream raw materials:

N-[1-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-3-(2-methoxy-ethoxy)-tetrahydro-furan-2-yl]-6-(1,2-dibromo-ethyl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide

N-[1-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-3-(2-methoxy-ethoxy)-tetrahydro-furan-2-yl]-6-(2-ethylsulfanyl-ethyl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide

N⁴-benzoyl-2'-O-(2-methoxyethyl)-6-{1-[2-(ethylthio)]ethyl}cytidine

N-{6-(1-bromo-vinyl)-1-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-3-(2-methoxy-ethoxy)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide

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