5'-dimethoxytrityl-2-isobutyramido-N₆-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)-2'-deoxyadenosine-3'-(2-cyanoethyl-N,Ndiisopropyl) phosphoramidite

Base Information

• Chemical Name: 5'-dimethoxytrityl-2-isobutyramido-N₆-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)-2'-deoxyadenosine-3'-(2-cyanoethyl-N,Ndiisopropyl) phosphoramidite
• CAS No.: 342630-72-2
• Molecular Formula: C₅₃H₇₃N₉O₈P
• Molecular Weight: 995.192

Synonyms:5'-dimethoxytrityl-2-isobutyramido-N₆-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)-2'-deoxyadenosine-3'-(2-cyanoethyl-N,Ndiisopropyl) phosphoramidite

Chemical Property of 5'-dimethoxytrityl-2-isobutyramido-N₆-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)-2'-deoxyadenosine-3'-(2-cyanoethyl-N,Ndiisopropyl) phosphoramidite

Chemical Property:

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Technology Process of 5'-dimethoxytrityl-2-isobutyramido-N₆-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)-2'-deoxyadenosine-3'-(2-cyanoethyl-N,Ndiisopropyl) phosphoramidite

There total 11 articles about 5'-dimethoxytrityl-2-isobutyramido-N₆-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)-2'-deoxyadenosine-3'-(2-cyanoethyl-N,Ndiisopropyl) phosphoramidite 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: 72.0%

bis(2-cyanoethyl diisopropylphosphoramidite) + 5'-dimethoxytrityl-2-isobutyramido-N6-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)-2'-deoxyadenosine (342630-70-0) → 5'-dimethoxytrityl-2-isobutyramido-N6-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)-2'-deoxyadenosine-3'-(2-cyanoethyl-N,Ndiisopropyl) phosphoramidite (342630-72-2)

Guidance literature:

With 1H-tetrazole; In acetonitrile; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jm101232t

Reference yield:

4-acetylamino-2,2,6,6-tetramethylpiperidine-N-oxyl (14691-89-5) → 5'-dimethoxytrityl-2-isobutyramido-N6-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)-2'-deoxyadenosine-3'-(2-cyanoethyl-N,Ndiisopropyl) phosphoramidite (342630-72-2)

Guidance literature:

Multi-step reaction with 5 steps

1: potassium hydroxide / water / 36 h / Reflux

2: dichloromethane / 16 h / Reflux

3: ammonium hydroxide / methanol / 4 h / 20 °C

4: pyridine; dmap / 16 h / 20 °C / Inert atmosphere

5: 1H-tetrazole / acetonitrile / 2 h / 20 °C / Inert atmosphere

With pyridine; 1H-tetrazole; dmap; ammonium hydroxide; potassium hydroxide; In methanol; dichloromethane; water; acetonitrile;

DOI:10.1021/jm101232t

Reference yield:

4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE (36768-62-4) → 5'-dimethoxytrityl-2-isobutyramido-N6-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)-2'-deoxyadenosine-3'-(2-cyanoethyl-N,Ndiisopropyl) phosphoramidite (342630-72-2)

Guidance literature:

Multi-step reaction with 7 steps

1: 0 - 20 °C

2: sodium tungstate; dihydrogen peroxide; ethylene diamine tetraacetic acid tetrasodium salt; sodium carbonate / water / 0 - 20 °C

3: potassium hydroxide / water / 36 h / Reflux

4: dichloromethane / 16 h / Reflux

5: ammonium hydroxide / methanol / 4 h / 20 °C

6: pyridine; dmap / 16 h / 20 °C / Inert atmosphere

7: 1H-tetrazole / acetonitrile / 2 h / 20 °C / Inert atmosphere

With pyridine; 1H-tetrazole; dmap; ammonium hydroxide; sodium tungstate; dihydrogen peroxide; ethylene diamine tetraacetic acid tetrasodium salt; sodium carbonate; potassium hydroxide; In methanol; dichloromethane; water; acetonitrile;

DOI:10.1021/jm101232t

upstream raw materials:

5'-dimethoxytrityl-2-isobutyramido-N₆-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)-2'-deoxyadenosine

4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

tempamine

4-acetylamino-2,2,6,6-tetramethylpiperidine-N-oxyl

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