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

Base Information

• Chemical Name: 5'-O-(4,4'-Dimethoxytrityl)-2-isobutyramido-N⁶-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)-2'-deoxyadenosine
• CAS No.: 342630-70-0
• Molecular Formula: C₄₄H₅₆N₇O₇
• Molecular Weight: 794.971

Synonyms:5'-O-(4,4'-Dimethoxytrityl)-2-isobutyramido-N⁶-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)-2'-deoxyadenosine

Chemical Property of 5'-O-(4,4'-Dimethoxytrityl)-2-isobutyramido-N⁶-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)-2'-deoxyadenosine

Chemical Property:

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Technology Process of 5'-O-(4,4'-Dimethoxytrityl)-2-isobutyramido-N⁶-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)-2'-deoxyadenosine

There total 14 articles about 5'-O-(4,4'-Dimethoxytrityl)-2-isobutyramido-N⁶-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)-2'-deoxyadenosine 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: 83.0%

3',5'-diisobutyryl-2-isobutyramido-N6-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)-2'-deoxyadenosine (342630-68-6) + 4,4'-dimethoxytrityl chloride (40615-36-9) → 5'-dimethoxytrityl-2-isobutyramido-N6-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)-2'-deoxyadenosine (342630-70-0)

Guidance literature:

With pyridine; dmap; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/jm101232t

Reference yield: 69.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + 2-Isobutyramido-N6-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)-2'-deoxyadenosine (342630-68-6) → 5'-O-(4,4'-Dimethoxytrityl)-2-isobutyramido-N6-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)-2'-deoxyadenosine (342630-70-0)

Guidance literature:

With pyridine; at 20 ℃; for 3h;

DOI:10.1055/s-2001-12355

Reference yield:

2-N-3',5'-O-triisobutyryl-6-O-(2,4,6-triisopropylbenzenesulfonyl)-2'-deoxyguanosine (82921-43-5) → 5'-O-(4,4'-Dimethoxytrityl)-2-isobutyramido-N6-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)-2'-deoxyadenosine (342630-70-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 54 percent / CH₂Cl₂ / 18 h / Heating

2: 90 percent / aq. NH₃ / methanol / 4 h / 20 °C

3: 69 percent / pyridine / 3 h / 20 °C

With pyridine; ammonium hydroxide; In methanol; dichloromethane;

DOI:10.1055/s-2001-12355

upstream raw materials:

4,4'-dimethoxytrityl chloride

2-Isobutyramido-N⁶-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)-2'-deoxyadenosine

2-N-3',5'-O-triisobutyryl-6-O-(2,4,6-triisopropylbenzenesulfonyl)-2'-deoxyguanosine

3',5'-Di-O-isobutyryl-2-isobutyramido-N⁶-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)-2'-deoxyadenosine

Downstream raw materials:

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

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