5-t-butyldiphenylsilyloxymethyl-5'-O-t-butyldiphenylsilyl-2',3'-didehydro-2',3'-dideoxyuridine

Base Information

Chemical Name:5-t-butyldiphenylsilyloxymethyl-5'-O-t-butyldiphenylsilyl-2',3'-didehydro-2',3'-dideoxyuridine
CAS No.:917482-60-1
Molecular Formula:C₄₂H₄₈N₂O₅Si₂
Molecular Weight:717.025
Hs Code.:

Synonyms:5-t-butyldiphenylsilyloxymethyl-5'-O-t-butyldiphenylsilyl-2',3'-didehydro-2',3'-dideoxyuridine

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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-t-butyldiphenylsilyloxymethyl-5'-O-t-butyldiphenylsilyl-2',3'-didehydro-2',3'-dideoxyuridine

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:: SDS file from LookChem

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Technology Process of 5-t-butyldiphenylsilyloxymethyl-5'-O-t-butyldiphenylsilyl-2',3'-didehydro-2',3'-dideoxyuridine

There total 11 articles about 5-t-butyldiphenylsilyloxymethyl-5'-O-t-butyldiphenylsilyl-2',3'-didehydro-2',3'-dideoxyuridine 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: 77.0%

: 917482-59-8
5-t-butyldiphenylsilyloxymethyl-5'-O-t-butyldiphenylsilyluridine 2',3'-bisxanthate

: 917482-60-1
5-t-butyldiphenylsilyloxymethyl-5'-O-t-butyldiphenylsilyl-2',3'-didehydro-2',3'-dideoxyuridine

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 3h; Heating;
DOI:10.1016/j.tetlet.2006.09.083

Reference yield:

: 917482-61-2
2',3'-isopropylidene-5-methyl-5'-O-t-butyldiphenylsilyluridine

: 917482-60-1
5-t-butyldiphenylsilyloxymethyl-5'-O-t-butyldiphenylsilyl-2',3'-didehydro-2',3'-dideoxyuridine

Guidance literature:: Multi-step reaction with 6 steps

1.1: N-bromosuccinimide; benzoyl peroxide / CCl₄ / Heating

2.1: 491 mg / NaHCO₃ / H₂O; tetrahydrofuran / 20 °C

3.1: 24 percent / imidazole; DMAP / dimethylformamide / 20 °C

4.1: AcOH / H₂O / Heating

5.1: NaOH / dimethylsulfoxide; H₂O / 0.33 h / 20 °C

5.2: 41 percent / dimethylsulfoxide; H₂O / 1.5 h

6.1: 77 percent / AIBN; Bu₃SnH / toluene / 3 h / Heating

With 1H-imidazole; dmap; sodium hydroxide; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydrogencarbonate; acetic acid; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tetlet.2006.09.083

Reference yield:

: 5-bromomethyl-1-[6-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-1H-pyrimidine-2,4-dione

: 917482-60-1
5-t-butyldiphenylsilyloxymethyl-5'-O-t-butyldiphenylsilyl-2',3'-didehydro-2',3'-dideoxyuridine

Guidance literature:: Multi-step reaction with 5 steps

1.1: 491 mg / NaHCO₃ / H₂O; tetrahydrofuran / 20 °C

2.1: 24 percent / imidazole; DMAP / dimethylformamide / 20 °C

3.1: AcOH / H₂O / Heating

4.1: NaOH / dimethylsulfoxide; H₂O / 0.33 h / 20 °C

4.2: 41 percent / dimethylsulfoxide; H₂O / 1.5 h

5.1: 77 percent / AIBN; Bu₃SnH / toluene / 3 h / Heating

With 1H-imidazole; dmap; sodium hydroxide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydrogencarbonate; acetic acid; In tetrahydrofuran; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tetlet.2006.09.083