5-bromo-3',5'-diacetyl-N₄-(2-(2-N-benzylcarbamyl-ethoxy)-6-hydroxyphenyl)-2'-fluoro-2'-deoxycytidine

Base Information

• Chemical Name: 5-bromo-3',5'-diacetyl-N₄-(2-(2-N-benzylcarbamyl-ethoxy)-6-hydroxyphenyl)-2'-fluoro-2'-deoxycytidine
• CAS No.: 1188523-04-7
• Molecular Formula: C₂₉H₃₀BrFN₄O₁₀
• Molecular Weight: 693.48

Synonyms:5-bromo-3',5'-diacetyl-N₄-(2-(2-N-benzylcarbamyl-ethoxy)-6-hydroxyphenyl)-2'-fluoro-2'-deoxycytidine

Chemical Property of 5-bromo-3',5'-diacetyl-N₄-(2-(2-N-benzylcarbamyl-ethoxy)-6-hydroxyphenyl)-2'-fluoro-2'-deoxycytidine

Chemical Property:

Purity/Quality:

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Technology Process of 5-bromo-3',5'-diacetyl-N₄-(2-(2-N-benzylcarbamyl-ethoxy)-6-hydroxyphenyl)-2'-fluoro-2'-deoxycytidine

There total 5 articles about 5-bromo-3',5'-diacetyl-N₄-(2-(2-N-benzylcarbamyl-ethoxy)-6-hydroxyphenyl)-2'-fluoro-2'-deoxycytidine 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: 66.4%

5-bromo-3',5'-diacetyl-N4-(2,6-dihydroxyphenyl)-2'-fluoro-2'-deoxycytidine (1188523-02-5) + benzyl 2-hydroxyethylcarbamate (77987-49-6) → 5-bromo-3',5'-diacetyl-N4-(2-(2-N-benzylcarbamyl-ethoxy)-6-hydroxyphenyl)-2'-fluoro-2'-deoxycytidine (1188523-04-7)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In dichloromethane; at 0 - 20 ℃;

Reference yield:

C15H15BrFN5O6 (1188522-93-1) → 5-bromo-3',5'-diacetyl-N4-(2-(2-N-benzylcarbamyl-ethoxy)-6-hydroxyphenyl)-2'-fluoro-2'-deoxycytidine (1188523-04-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 18 h / 20 °C

2: di-isopropyl azodicarboxylate; triphenylphosphine / dichloromethane / Cooling with ice

With di-isopropyl azodicarboxylate; triethylamine; triphenylphosphine; In dichloromethane;

Reference yield:

5-bromo-3',5'-diacetyl-2'-fluoro-2'-deoxyuridine (1188522-91-9) → 5-bromo-3',5'-diacetyl-N4-(2-(2-N-benzylcarbamyl-ethoxy)-6-hydroxyphenyl)-2'-fluoro-2'-deoxycytidine (1188523-04-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 1,2,3-triazole; triethylamine; trichlorophosphate / acetonitrile / 3.33 h / 0 - 20 °C

2: triethylamine / dichloromethane / 18 h / 20 °C

3: di-isopropyl azodicarboxylate; triphenylphosphine / dichloromethane / Cooling with ice

With 1,2,3-triazole; di-isopropyl azodicarboxylate; triethylamine; triphenylphosphine; trichlorophosphate; In dichloromethane; acetonitrile;

upstream raw materials:

5-bromo-3',5'-diacetyl-N₄-(2,6-dihydroxyphenyl)-2'-fluoro-2'-deoxycytidine

benzyl 2-hydroxyethylcarbamate

5-bromo-3',5'-diacetyl-2'-fluoro-2'-deoxyuridine

C₁₅H₁₅BrFN₅O₆

Downstream raw materials:

3-(2'-fluoro-2'-deoxy-β-D-ribofuranosyl)-9-(2-N-benzylcarbamyl-ethoxy)-1,3-diaza-2-oxophenoxazine

3-(5'-O-dimethoxytrityl-2'-fluoro-2'-deoxy-β-D-ribofuranosyl)-9-(2-N-trifluoroacetamido-ethoxy)-1,3-diaza-2-oxophenoxazine

3-(5'-O-dimethoxytrityl-2'-fluoro-2'-deoxy-β-D-ribofuranosyl)-9-(2-N-trifluoroacetamido-ethoxy)-1,3-diaza-2-oxophenoxazine

3-(5'-O-dimethoxytrityl-2'-fluoro-2'-deoxy-β-D-ribofuranosyl)-9-(2-N-benzylcarbamyl-ethoxy)-1,3-diaza-2-oxophenoxazine

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