N⁴-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidylyl-(3'-5')-N²-isobutyryl-2'-deoxyguanosine 3'-methylphosphonate

Base Information

• Chemical Name: N⁴-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidylyl-(3'-5')-N²-isobutyryl-2'-deoxyguanosine 3'-methylphosphonate
• CAS No.: 183480-92-4
• Molecular Formula: C₅₂H₅₅N₈O₁₃P
• Molecular Weight: 1031.03

Synonyms:N⁴-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidylyl-(3'-5')-N²-isobutyryl-2'-deoxyguanosine 3'-methylphosphonate

Chemical Property of N⁴-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidylyl-(3'-5')-N²-isobutyryl-2'-deoxyguanosine 3'-methylphosphonate

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Technology Process of N⁴-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidylyl-(3'-5')-N²-isobutyryl-2'-deoxyguanosine 3'-methylphosphonate

There total 7 articles about N⁴-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidylyl-(3'-5')-N²-isobutyryl-2'-deoxyguanosine 3'-methylphosphonate 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%

C63H73N8O15P (108311-30-4,108392-25-2) → N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidylyl-(3'-5')-N2-isobutyryl-2'-deoxyguanosine 3'-methylphosphonate (183480-92-4)

Guidance literature:

With sodium hydroxide; In pyridine; methanol; at 4 ℃; in 20 to 40 min;

DOI:10.1016/S0040-4039(00)85202-8

Reference yield: 53.0%

N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidylyl-(3'-5')-N2-isobutyryl-3'-O-(tert-butyldiphenylsilyl)-2'-deoxyguanosine 3'-methylphosphonate (183480-91-3) → N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidylyl-(3'-5')-N2-isobutyryl-2'-deoxyguanosine 3'-methylphosphonate (183480-92-4)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 1h; Ambient temperature;

Reference yield:

5'-O-dimethoxytrityl-N-isobutyryldeoxyguanosine (68892-41-1) → N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidylyl-(3'-5')-N2-isobutyryl-2'-deoxyguanosine 3'-methylphosphonate (183480-92-4)

Guidance literature:

Multi-step reaction with 4 steps

1: dimethy-aminopyridine / CH₂Cl₂ / Ambient temperature; overnight

2: 2percent benzenesulfonic acid / methanol; CHCl₃

3: N,N-bis(2-oxo-3-oxazolidinyl)phosphorodiamidic chloride(BOPDC) / 3 h / 37 °C

4: 60 percent / 2N aqueous NaOH / methanol; pyridine / 4 °C / in 20 to 40 min

With sodium hydroxide; dimethy-aminopyridine; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; benzenesulfonic acid; In pyridine; methanol; dichloromethane; chloroform;

DOI:10.1016/S0040-4039(00)85202-8

upstream raw materials:

C₆₃H₇₃N₈O₁₅P

N⁴-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidylyl-(3'-5')-N²-isobutyryl-3'-O-(tert-butyldiphenylsilyl)-2'-deoxyguanosine 3'-methylphosphonate

C₄₄H₅₁N₄O₇P

2-N-isobutyryl-3'-O-tert-butyldiphenylsilyl-2'-deoxyguanosine

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