5'-O-(tert-butyldiphenylsilyl)-2',3'-dideoxy-3'-<(tert-butyldiphenylsilyl)oxyamino>uridine

Base Information

Chemical Name:5'-O-(tert-butyldiphenylsilyl)-2',3'-dideoxy-3'-<(tert-butyldiphenylsilyl)oxyamino>uridine
CAS No.:219619-19-9
Molecular Formula:C₄₁H₄₉N₃O₅Si₂
Molecular Weight:720.028
Hs Code.:

Synonyms:5'-O-(tert-butyldiphenylsilyl)-2',3'-dideoxy-3'-<(tert-butyldiphenylsilyl)oxyamino>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',3'-dideoxy-3'-<(tert-butyldiphenylsilyl)oxyamino>uridine

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Technology Process of 5'-O-(tert-butyldiphenylsilyl)-2',3'-dideoxy-3'-<(tert-butyldiphenylsilyl)oxyamino>uridine

There total 4 articles about 5'-O-(tert-butyldiphenylsilyl)-2',3'-dideoxy-3'-<(tert-butyldiphenylsilyl)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: 85.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 219619-16-6
1-((2R,4S,5S)-4-Hydroxyamino-5-hydroxymethyl-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione

: 219619-19-9
5'-O-(tert-butyldiphenylsilyl)-2',3'-dideoxy-3'-<(tert-butyldiphenylsilyl)oxyamino>uridine

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

Reference yield:

: 131607-33-5
1-((2R,5R)-4-Oxo-5-trityloxymethyl-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione

: 219619-19-9
5'-O-(tert-butyldiphenylsilyl)-2',3'-dideoxy-3'-<(tert-butyldiphenylsilyl)oxyamino>uridine

Guidance literature:: Multi-step reaction with 3 steps

1: NH₂OH*HCl, pyridine / 24 h / Ambient temperature

2: 1.) conc. aq. HCl, 2.) NaBH₄, AcOh / 1.) MeOH, RT, 12 h, 2.) 1 h

3: 85 percent / imidazole / dimethylformamide / 24 h / Ambient temperature

With pyridine; 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; hydroxylamine hydrochloride; acetic acid; In N,N-dimethyl-formamide;
DOI:10.1021/jm980466g

Reference yield:

: 14270-73-6
O^5'-trityl-2'-deoxy-uridine

: 219619-19-9
5'-O-(tert-butyldiphenylsilyl)-2',3'-dideoxy-3'-<(tert-butyldiphenylsilyl)oxyamino>uridine

Guidance literature:: Multi-step reaction with 4 steps

1: Dess-Martin reagent / CH₂Cl₂ / 24 h / Ambient temperature

2: NH₂OH*HCl, pyridine / 24 h / Ambient temperature

3: 1.) conc. aq. HCl, 2.) NaBH₄, AcOh / 1.) MeOH, RT, 12 h, 2.) 1 h

4: 85 percent / imidazole / dimethylformamide / 24 h / Ambient temperature

With pyridine; 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; hydroxylamine hydrochloride; Dess-Martin periodane; acetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm980466g