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

Base Information

• Chemical Name: N⁴,N⁴-dibenzoyl-1-[2'-deoxy-3',5'-bis-O-(tert-butyldimethylsilyl)-β-D-erythro-pentofuranosyl]-5-iodocytosine
• CAS No.: 515850-82-5
• Molecular Formula: C₃₅H₄₈IN₃O₆Si₂
• Molecular Weight: 789.858

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

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

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

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

tert-butyldimethylsilyl chloride (18162-48-6) → N4,N4-dibenzoyl-1-[2'-deoxy-3',5'-bis-O-(tert-butyldimethylsilyl)-β-D-erythro-pentofuranosyl]-5-iodocytosine (515850-82-5)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 335 mg / pyridine / 14 h / 20 °C

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

DOI:10.1021/ja034090u

Reference yield:

5-Iodo-2'-deoxycytidine (611-53-0) → N4,N4-dibenzoyl-1-[2'-deoxy-3',5'-bis-O-(tert-butyldimethylsilyl)-β-D-erythro-pentofuranosyl]-5-iodocytosine (515850-82-5)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 335 mg / pyridine / 14 h / 20 °C

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

DOI:10.1021/ja034090u

Reference yield:

benzoyl chloride (98-88-4) + 5-iodo-3'O,5'O-bis(tert-butyldimethylsilyl)-2'-deoxycytidine (478843-96-8) → N4,N4-dibenzoyl-1-[2'-deoxy-3',5'-bis-O-(tert-butyldimethylsilyl)-β-D-erythro-pentofuranosyl]-5-iodocytosine (515850-82-5)

Guidance literature:

With pyridine; at 20 ℃; for 14h;

DOI:10.1021/ja034090u

upstream raw materials:

benzoyl chloride

5-iodo-3'O,5'O-bis(tert-butyldimethylsilyl)-2'-deoxycytidine

tert-butyldimethylsilyl chloride

5-Iodo-2'-deoxycytidine

Downstream raw materials:

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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