N⁵-benzoyl-2-[2'-deoxy-3',5'-bis-O-(tert-butyldimethylsilyl)-β-D-erythro-pentofuranosyl]pyrimido[4,5-c]isoquinoline-3,6-dione

Base Information

• Chemical Name: N⁵-benzoyl-2-[2'-deoxy-3',5'-bis-O-(tert-butyldimethylsilyl)-β-D-erythro-pentofuranosyl]pyrimido[4,5-c]isoquinoline-3,6-dione
• CAS No.: 515850-83-6
• Molecular Formula: C₃₅H₄₇N₃O₆Si₂
• Molecular Weight: 661.946

Synonyms:N⁵-benzoyl-2-[2'-deoxy-3',5'-bis-O-(tert-butyldimethylsilyl)-β-D-erythro-pentofuranosyl]pyrimido[4,5-c]isoquinoline-3,6-dione

Chemical Property of N⁵-benzoyl-2-[2'-deoxy-3',5'-bis-O-(tert-butyldimethylsilyl)-β-D-erythro-pentofuranosyl]pyrimido[4,5-c]isoquinoline-3,6-dione

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Technology Process of N⁵-benzoyl-2-[2'-deoxy-3',5'-bis-O-(tert-butyldimethylsilyl)-β-D-erythro-pentofuranosyl]pyrimido[4,5-c]isoquinoline-3,6-dione

There total 5 articles about N⁵-benzoyl-2-[2'-deoxy-3',5'-bis-O-(tert-butyldimethylsilyl)-β-D-erythro-pentofuranosyl]pyrimido[4,5-c]isoquinoline-3,6-dione 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: 57.0%

N4,N4-dibenzoyl-1-[2'-deoxy-3',5'-bis-O-(tert-butyldimethylsilyl)-β-D-erythro-pentofuranosyl]-5-iodocytosine (515850-82-5) → N5-benzoyl-2-[2'-deoxy-3',5'-bis-O-(tert-butyldimethylsilyl)-β-D-erythro-pentofuranosyl]pyrimido[4,5-c]isoquinoline-3,6-dione (515850-83-6)

Guidance literature:

In benzene; at 20 ℃; for 0.166667h; UV-irradiation;

DOI:10.1021/ja034090u

Reference yield:

benzoyl chloride (98-88-4) → N5-benzoyl-2-[2'-deoxy-3',5'-bis-O-(tert-butyldimethylsilyl)-β-D-erythro-pentofuranosyl]pyrimido[4,5-c]isoquinoline-3,6-dione (515850-83-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 335 mg / pyridine / 14 h / 20 °C

2: 57 percent / benzene / 0.17 h / 20 °C / UV-irradiation

With pyridine; In benzene;

DOI:10.1021/ja034090u

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → N5-benzoyl-2-[2'-deoxy-3',5'-bis-O-(tert-butyldimethylsilyl)-β-D-erythro-pentofuranosyl]pyrimido[4,5-c]isoquinoline-3,6-dione (515850-83-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 6.7 g / imidazole / dimethylformamide / 5 h / 20 °C

2: 335 mg / pyridine / 14 h / 20 °C

3: 57 percent / benzene / 0.17 h / 20 °C / UV-irradiation

With pyridine; 1H-imidazole; In N,N-dimethyl-formamide; benzene;

DOI:10.1021/ja034090u

upstream raw materials:

N⁴,N⁴-dibenzoyl-1-[2'-deoxy-3',5'-bis-O-(tert-butyldimethylsilyl)-β-D-erythro-pentofuranosyl]-5-iodocytosine

benzoyl chloride

tert-butyldimethylsilyl chloride

5-Iodo-2'-deoxycytidine

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