5'-O-dimethoxytrityl-N³-benzoylthymidine-3'-O-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite

Base Information

• Chemical Name: 5'-O-dimethoxytrityl-N³-benzoylthymidine-3'-O-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite
• CAS No.: 913697-72-0
• Molecular Formula: C₄₇H₅₃N₄O₉P
• Molecular Weight: 848.933

Synonyms:5'-O-dimethoxytrityl-N³-benzoylthymidine-3'-O-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite

Chemical Property of 5'-O-dimethoxytrityl-N³-benzoylthymidine-3'-O-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite

Chemical Property:

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Technology Process of 5'-O-dimethoxytrityl-N³-benzoylthymidine-3'-O-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite

There total 3 articles about 5'-O-dimethoxytrityl-N³-benzoylthymidine-3'-O-(2-cyanoethyl-N,N-diisopropyl)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: 79.0%

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) + 5'-O-(4-4'-dimethoxytrityl)-N3-benzoyl thymidine (102573-69-3) → 5'-O-dimethoxytrityl-N3-benzoylthymidine-3'-O-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite (913697-72-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; Inert atmosphere;

DOI:10.1021/op060133q

Reference yield: 73.0%

N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite (102691-36-1) + 5'-O-(4-4'-dimethoxytrityl)-N3-benzoyl thymidine (102573-69-3) → 5'-O-dimethoxytrityl-N3-benzoylthymidine-3'-O-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite (913697-72-0)

Guidance literature:

With 1H-tetrazole; diisopropylamine; In dichloromethane; at 20 ℃; for 3h;

DOI:10.3390/molecules15117509

Reference yield:

N3-benzoyl thymidine (94189-75-0) + 1-(chloro(4-methoxyphenyl)(phenyl)methyl)-3-methoxybenzene → 5'-O-dimethoxytrityl-N3-benzoylthymidine-3'-O-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite (913697-72-0)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 0.75 h

2: N-ethyl-N,N-diisopropylamine / dichloromethane / Inert atmosphere

With pyridine; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1021/op060133q

upstream raw materials:

N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite

5'-O-(4-4'-dimethoxytrityl)-N³-benzoyl thymidine

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine

N³-benzoyl thymidine

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