3'-O-(tert-butyldimethylsilyl)-5'-O-(tert-butyldiphenylsilyl)-2'-deoxy-2'-<(2-tetrahydrofuranyl)oxyamino>uridine

Base Information

Chemical Name:3'-O-(tert-butyldimethylsilyl)-5'-O-(tert-butyldiphenylsilyl)-2'-deoxy-2'-<(2-tetrahydrofuranyl)oxyamino>uridine
CAS No.:214055-31-9
Molecular Formula:C₃₅H₅₁N₃O₇Si₂
Molecular Weight:681.977
Hs Code.:

Synonyms:3'-O-(tert-butyldimethylsilyl)-5'-O-(tert-butyldiphenylsilyl)-2'-deoxy-2'-<(2-tetrahydrofuranyl)oxyamino>uridine

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Chemical Property of 3'-O-(tert-butyldimethylsilyl)-5'-O-(tert-butyldiphenylsilyl)-2'-deoxy-2'-<(2-tetrahydrofuranyl)oxyamino>uridine

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Technology Process of 3'-O-(tert-butyldimethylsilyl)-5'-O-(tert-butyldiphenylsilyl)-2'-deoxy-2'-<(2-tetrahydrofuranyl)oxyamino>uridine

There total 4 articles about 3'-O-(tert-butyldimethylsilyl)-5'-O-(tert-butyldiphenylsilyl)-2'-deoxy-2'-<(2-tetrahydrofuranyl)oxyamino>uridine 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: 100.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 214055-28-4
5'-O-(tert-butyldiphenylsilyl)-2'-deoxy-2'-<(2-tetrahydrofuranyl)oxyamino>uridine

: 214055-31-9
3'-O-(tert-butyldimethylsilyl)-5'-O-(tert-butyldiphenylsilyl)-2'-deoxy-2'-<(2-tetrahydrofuranyl)oxyamino>uridine

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 24h; Ambient temperature;
DOI:10.1021/jm980466g

Reference yield:

: 175013-53-3
2'-(benzyloxyamino)-5'-O-(tert-butyldiphenylsilyl)-2'-N,3'-O-carbonyl-2'-deoxyuridine

: 214055-31-9
3'-O-(tert-butyldimethylsilyl)-5'-O-(tert-butyldiphenylsilyl)-2'-deoxy-2'-<(2-tetrahydrofuranyl)oxyamino>uridine

Guidance literature:: Multi-step reaction with 4 steps

1: 79 percent / H₂ / 10 percent Pd/C / ethanol / 24 h / Ambient temperature

2: 100 percent / PPTS / tetrahydrofuran / 11 h / Ambient temperature

3: 81 percent / Cs₂CO₃ / methanol / 24 h / Ambient temperature

4: 100 percent / imidazole / dimethylformamide / 24 h / Ambient temperature

With 1H-imidazole; hydrogen; pyridinium p-toluenesulfonate; caesium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jm980466g

Reference yield:

: 175013-49-7
5'-O-(tert-butyldiphenylsilyl)-2'-N,3'-O-carbonyl-2'-deoxy-2'-(hydroxylamino)uridine

: 214055-31-9
3'-O-(tert-butyldimethylsilyl)-5'-O-(tert-butyldiphenylsilyl)-2'-deoxy-2'-<(2-tetrahydrofuranyl)oxyamino>uridine

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / PPTS / tetrahydrofuran / 11 h / Ambient temperature

2: 81 percent / Cs₂CO₃ / methanol / 24 h / Ambient temperature

3: 100 percent / imidazole / dimethylformamide / 24 h / Ambient temperature

With 1H-imidazole; pyridinium p-toluenesulfonate; caesium carbonate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm980466g