3'-O-(3-benzenesulfonylfuroxan-4-yl)-5'-O-(tert-butyldimethylsilyl)-5-iodo-2'-deoxyuridine

Base Information

• Chemical Name: 3'-O-(3-benzenesulfonylfuroxan-4-yl)-5'-O-(tert-butyldimethylsilyl)-5-iodo-2'-deoxyuridine
• CAS No.: 677723-33-0
• Molecular Formula: C₂₃H₂₉IN₄O₉SSi
• Molecular Weight: 692.561

Synonyms:3'-O-(3-benzenesulfonylfuroxan-4-yl)-5'-O-(tert-butyldimethylsilyl)-5-iodo-2'-deoxyuridine

Chemical Property of 3'-O-(3-benzenesulfonylfuroxan-4-yl)-5'-O-(tert-butyldimethylsilyl)-5-iodo-2'-deoxyuridine

Chemical Property:

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Technology Process of 3'-O-(3-benzenesulfonylfuroxan-4-yl)-5'-O-(tert-butyldimethylsilyl)-5-iodo-2'-deoxyuridine

There total 3 articles about 3'-O-(3-benzenesulfonylfuroxan-4-yl)-5'-O-(tert-butyldimethylsilyl)-5-iodo-2'-deoxyuridine 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%

5’-O-(tert-butyldimethylsilyl)-2’-deoxy-5-iodouridine (134218-81-8) + 3,4-bis(phenylsulfonyl)-1,2,5-oxadiazole 2-oxide (66074-00-8) → 3'-O-(3-benzenesulfonylfuroxan-4-yl)-5'-O-(tert-butyldimethylsilyl)-5-iodo-2'-deoxyuridine (677723-33-0)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 25 ℃; for 1h;

DOI:10.1021/jm030544m

Reference yield:

5-Iodo-2'-deoxyuridine (54-42-2,162239-35-2) → 3'-O-(3-benzenesulfonylfuroxan-4-yl)-5'-O-(tert-butyldimethylsilyl)-5-iodo-2'-deoxyuridine (677723-33-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / imidazole; 4-(dimethylamino)pyridine / dimethylformamide / 1 h / 25 °C

2: 79 percent / aq. NaOH / tetrahydrofuran / 1 h / 25 °C

With 1H-imidazole; dmap; sodium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jm030544m

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 3'-O-(3-benzenesulfonylfuroxan-4-yl)-5'-O-(tert-butyldimethylsilyl)-5-iodo-2'-deoxyuridine (677723-33-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / imidazole; 4-(dimethylamino)pyridine / dimethylformamide / 1 h / 25 °C

2: 79 percent / aq. NaOH / tetrahydrofuran / 1 h / 25 °C

With 1H-imidazole; dmap; sodium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jm030544m

upstream raw materials:

5’-O-(tert-butyldimethylsilyl)-2’-deoxy-5-iodouridine

3,4-bis(phenylsulfonyl)-1,2,5-oxadiazole 2-oxide

5-Iodo-2'-deoxyuridine

tert-butyldimethylsilyl chloride

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