2-Cyanoethyl (3'-O-acetylthymidin-5'-O-yl)[5'-O-(4,4'-dimethoxytrityl)thymidin-3'-O-yl]phosphinate

Base Information

• Chemical Name: 2-Cyanoethyl (3'-O-acetylthymidin-5'-O-yl)[5'-O-(4,4'-dimethoxytrityl)thymidin-3'-O-yl]phosphinate
• CAS No.: 104495-24-1
• Molecular Formula: C₄₆H₅₀N₅O₁₅P
• Molecular Weight: 943.901

Synonyms:2-Cyanoethyl (3'-O-acetylthymidin-5'-O-yl)[5'-O-(4,4'-dimethoxytrityl)thymidin-3'-O-yl]phosphinate

Chemical Property of 2-Cyanoethyl (3'-O-acetylthymidin-5'-O-yl)[5'-O-(4,4'-dimethoxytrityl)thymidin-3'-O-yl]phosphinate

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Technology Process of 2-Cyanoethyl (3'-O-acetylthymidin-5'-O-yl)[5'-O-(4,4'-dimethoxytrityl)thymidin-3'-O-yl]phosphinate

There total 5 articles about 2-Cyanoethyl (3'-O-acetylthymidin-5'-O-yl)[5'-O-(4,4'-dimethoxytrityl)thymidin-3'-O-yl]phosphinate 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: 98.0%

(3'-O-Acetylthymidin-5'-O-yl)(2-cyanoethoxy)[5'-O-(4,4'-dimethoxytrityl)thymidin-3'-O-yl]phosphane (202719-41-3) → 2-Cyanoethyl (3'-O-acetylthymidin-5'-O-yl)[5'-O-(4,4'-dimethoxytrityl)thymidin-3'-O-yl]phosphinate (104495-24-1)

Guidance literature:

With pyridine; water; iodine; In tetrahydrofuran; for 0.5h;

Reference yield:

5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-51-1) → 2-Cyanoethyl (3'-O-acetylthymidin-5'-O-yl)[5'-O-(4,4'-dimethoxytrityl)thymidin-3'-O-yl]phosphinate (104495-24-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1H-tetrazole / acetonitrile / 0.03 h / 20 °C

2: NBS; DMSO / acetonitrile / 0.08 h / 20 °C

With 1H-tetrazole; N-Bromosuccinimide; dimethyl sulfoxide; In acetonitrile;

DOI:10.1016/S0960-894X(03)00754-6

Reference yield:

3'-O-acetylthymidine (21090-30-2) → 2-Cyanoethyl (3'-O-acetylthymidin-5'-O-yl)[5'-O-(4,4'-dimethoxytrityl)thymidin-3'-O-yl]phosphinate (104495-24-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1H-tetrazole / acetonitrile / 0.03 h / 20 °C

2: NBS; DMSO / acetonitrile / 0.08 h / 20 °C

With 1H-tetrazole; N-Bromosuccinimide; dimethyl sulfoxide; In acetonitrile;

DOI:10.1016/S0960-894X(03)00754-6

upstream raw materials:

(3'-O-Acetylthymidin-5'-O-yl)(2-cyanoethoxy)[5'-O-(4,4'-dimethoxytrityl)thymidin-3'-O-yl]phosphane

5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite]

3'-O-acetylthymidine

5'-O-(4-4'-dimethoxytrityl)thymidine

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