5'-O-(tert-butyldiphenylsilyl)-2'-deoxy-2-(N-hydroxy-N-methylamino)uridine

Base Information

Chemical Name:5'-O-(tert-butyldiphenylsilyl)-2'-deoxy-2-(N-hydroxy-N-methylamino)uridine
CAS No.:219618-63-0
Molecular Formula:C₂₆H₃₃N₃O₆Si
Molecular Weight:511.65
Hs Code.:

Synonyms:5'-O-(tert-butyldiphenylsilyl)-2'-deoxy-2-(N-hydroxy-N-methylamino)uridine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 5'-O-(tert-butyldiphenylsilyl)-2'-deoxy-2-(N-hydroxy-N-methylamino)uridine

Chemical Property:

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Technology Process of 5'-O-(tert-butyldiphenylsilyl)-2'-deoxy-2-(N-hydroxy-N-methylamino)uridine

There total 4 articles about 5'-O-(tert-butyldiphenylsilyl)-2'-deoxy-2-(N-hydroxy-N-methylamino)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:

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

: 219618-63-0
5'-O-(tert-butyldiphenylsilyl)-2'-deoxy-2-(N-hydroxy-N-methylamino)uridine

Guidance literature:: Multi-step reaction with 5 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: 83 percent / TsOH*H₂O / methanol / 72 h / Ambient temperature

5: 2.) NaBH₃CN / 1.) H₂O, MeOH, RT, 3 h, 2.) H₂O, MeOH, 15 h

With hydrogen; pyridinium p-toluenesulfonate; sodium cyanoborohydride; caesium carbonate; toluene-4-sulfonic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol;
DOI:10.1021/jm980466g

Reference yield:

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

: 219618-63-0
5'-O-(tert-butyldiphenylsilyl)-2'-deoxy-2-(N-hydroxy-N-methylamino)uridine

Guidance literature:: Multi-step reaction with 4 steps

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

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

3: 83 percent / TsOH*H₂O / methanol / 72 h / Ambient temperature

4: 2.) NaBH₃CN / 1.) H₂O, MeOH, RT, 3 h, 2.) H₂O, MeOH, 15 h

With pyridinium p-toluenesulfonate; sodium cyanoborohydride; caesium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol;
DOI:10.1021/jm980466g

Reference yield:

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

: 219618-63-0
5'-O-(tert-butyldiphenylsilyl)-2'-deoxy-2-(N-hydroxy-N-methylamino)uridine

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / TsOH*H₂O / methanol / 72 h / Ambient temperature

2: 2.) NaBH₃CN / 1.) H₂O, MeOH, RT, 3 h, 2.) H₂O, MeOH, 15 h

With sodium cyanoborohydride; toluene-4-sulfonic acid; In methanol;
DOI:10.1021/jm980466g