N⁴-di(tert-butyl)(isobutyl)silyl-5'-(4,4'-dimethoxytrityl)-2'-deoxycytidine 3'-O-methyl-N,N-diisopropylphosphoramidite

Base Information

• Chemical Name: N⁴-di(tert-butyl)(isobutyl)silyl-5'-(4,4'-dimethoxytrityl)-2'-deoxycytidine 3'-O-methyl-N,N-diisopropylphosphoramidite
• CAS No.: 1430099-63-0
• Molecular Formula: C₄₉H₇₃N₄O₇PSi
• Molecular Weight: 889.2

Synonyms:N⁴-di(tert-butyl)(isobutyl)silyl-5'-(4,4'-dimethoxytrityl)-2'-deoxycytidine 3'-O-methyl-N,N-diisopropylphosphoramidite

Chemical Property of N⁴-di(tert-butyl)(isobutyl)silyl-5'-(4,4'-dimethoxytrityl)-2'-deoxycytidine 3'-O-methyl-N,N-diisopropylphosphoramidite

Chemical Property:

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Technology Process of N⁴-di(tert-butyl)(isobutyl)silyl-5'-(4,4'-dimethoxytrityl)-2'-deoxycytidine 3'-O-methyl-N,N-diisopropylphosphoramidite

There total 5 articles about N⁴-di(tert-butyl)(isobutyl)silyl-5'-(4,4'-dimethoxytrityl)-2'-deoxycytidine 3'-O-methyl-N,N-diisopropylphosphoramidite 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: 86.0%

N4-di(tert-butyl)(isobutyl)silyl-5'-(4,4'-dimethoxytrityl)-2'-deoxycytidine (1430099-58-3) + bis(N,N-diisopropylamino)methoxyphosphine (92611-10-4) → N4-di(tert-butyl)(isobutyl)silyl-5'-(4,4'-dimethoxytrityl)-2'-deoxycytidine 3'-O-methyl-N,N-diisopropylphosphoramidite (1430099-63-0)

Guidance literature:

With 1H-tetrazole; In dichloromethane; acetonitrile; at 20 ℃; Inert atmosphere;

DOI:10.1021/ja400898s

Reference yield:

di-tert-butylisobutylsilyl trifluoromethanesulfonate (1314639-86-5) → N4-di(tert-butyl)(isobutyl)silyl-5'-(4,4'-dimethoxytrityl)-2'-deoxycytidine 3'-O-methyl-N,N-diisopropylphosphoramidite (1430099-63-0)

Guidance literature:

Multi-step reaction with 4 steps

1: dmap; triethylamine / 1,4-dioxane / 2 h / 50 °C / Inert atmosphere

2: ammonia; methanol

3: N-ethyl-N,N-diisopropylamine; pyridine / 20 °C

4: 1H-tetrazole / dichloromethane; acetonitrile / 20 °C / Inert atmosphere

With pyridine; 1H-tetrazole; methanol; dmap; ammonia; triethylamine; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; dichloromethane; acetonitrile;

DOI:10.1021/ja400898s

Reference yield:

3',5'-di-O-acetyl-2'-deoxycytidine (65919-98-4) → N4-di(tert-butyl)(isobutyl)silyl-5'-(4,4'-dimethoxytrityl)-2'-deoxycytidine 3'-O-methyl-N,N-diisopropylphosphoramidite (1430099-63-0)

Guidance literature:

Multi-step reaction with 4 steps

1: dmap; triethylamine / 1,4-dioxane / 2 h / 50 °C / Inert atmosphere

2: ammonia; methanol

3: N-ethyl-N,N-diisopropylamine; pyridine / 20 °C

4: 1H-tetrazole / dichloromethane; acetonitrile / 20 °C / Inert atmosphere

With pyridine; 1H-tetrazole; methanol; dmap; ammonia; triethylamine; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; dichloromethane; acetonitrile;

DOI:10.1021/ja400898s

upstream raw materials:

di-tert-butylisobutylsilyl trifluoromethanesulfonate

3',5'-di-O-acetyl-2'-deoxycytidine

N⁴-di(tert-butyl)(isobutyl)silyl-5'-(4,4'-dimethoxytrityl)-2'-deoxycytidine

bis(N,N-diisopropylamino)methoxyphosphine

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