5'-amino-5'-N-(2-methoxy-3,4-dioxocyclobuten-1-yl)-5'-deoxy-N⁴-(4,4'-dimethoxytrityl)cytidine

Base Information

• Chemical Name: 5'-amino-5'-N-(2-methoxy-3,4-dioxocyclobuten-1-yl)-5'-deoxy-N⁴-(4,4'-dimethoxytrityl)cytidine
• CAS No.: 876131-74-7
• Molecular Formula: C₃₅H₃₄N₄O₉
• Molecular Weight: 654.676

Synonyms:5'-amino-5'-N-(2-methoxy-3,4-dioxocyclobuten-1-yl)-5'-deoxy-N⁴-(4,4'-dimethoxytrityl)cytidine

Chemical Property of 5'-amino-5'-N-(2-methoxy-3,4-dioxocyclobuten-1-yl)-5'-deoxy-N⁴-(4,4'-dimethoxytrityl)cytidine

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Technology Process of 5'-amino-5'-N-(2-methoxy-3,4-dioxocyclobuten-1-yl)-5'-deoxy-N⁴-(4,4'-dimethoxytrityl)cytidine

There total 5 articles about 5'-amino-5'-N-(2-methoxy-3,4-dioxocyclobuten-1-yl)-5'-deoxy-N⁴-(4,4'-dimethoxytrityl)cytidine 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: 68.0%

5'-amino-5'-deoxy-N4-(4,4'-dimethoxytrityl)cytidine (876131-68-9) + 3,4-dimethoxy-3-cyclobutene-1,2-dione (5222-73-1) → 5'-amino-5'-N-(2-methoxy-3,4-dioxocyclobuten-1-yl)-5'-deoxy-N4-(4,4'-dimethoxytrityl)cytidine (876131-74-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In methanol; at 20 ℃; for 1h;

DOI:10.1002/ejoc.200500520

Reference yield:

N4-(4,4'-dimethoxytrityl)cytidine (876131-61-2) → 5'-amino-5'-N-(2-methoxy-3,4-dioxocyclobuten-1-yl)-5'-deoxy-N4-(4,4'-dimethoxytrityl)cytidine (876131-74-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 38 percent / LiN₃; PPh₃; CBr₄ / dimethylformamide / 1 h / 20 °C

2: 69 percent / PPh₃ / pyridine / 6 h / 20 °C

3: 68 percent / DIEA / methanol / 1 h / 20 °C

With lithium azide; carbon tetrabromide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In pyridine; methanol; N,N-dimethyl-formamide;

DOI:10.1002/ejoc.200500520

Reference yield:

5'-azido-5'-deoxy-N4-(4,4'-dimethoxytrityl)cytidine (876131-63-4) → 5'-amino-5'-N-(2-methoxy-3,4-dioxocyclobuten-1-yl)-5'-deoxy-N4-(4,4'-dimethoxytrityl)cytidine (876131-74-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / PPh₃ / pyridine / 6 h / 20 °C

2: 68 percent / DIEA / methanol / 1 h / 20 °C

With N-ethyl-N,N-diisopropylamine; triphenylphosphine; In pyridine; methanol;

DOI:10.1002/ejoc.200500520

upstream raw materials:

5'-amino-5'-deoxy-N⁴-(4,4'-dimethoxytrityl)cytidine

3,4-dimethoxy-3-cyclobutene-1,2-dione

N⁴-(4,4'-dimethoxytrityl)cytidine

5'-azido-5'-deoxy-N⁴-(4,4'-dimethoxytrityl)cytidine

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