4'-Acetyl-3'-O-tert-butyldimethylsilyl-5'-O-tert-butyldiphenylsilyl-thymidine

Base Information

Chemical Name:4'-Acetyl-3'-O-tert-butyldimethylsilyl-5'-O-tert-butyldiphenylsilyl-thymidine
CAS No.:183892-44-6
Molecular Formula:C₃₄H₄₈N₂O₆Si₂
Molecular Weight:636.936
Hs Code.:

Synonyms:4'-Acetyl-3'-O-tert-butyldimethylsilyl-5'-O-tert-butyldiphenylsilyl-thymidine

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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 4'-Acetyl-3'-O-tert-butyldimethylsilyl-5'-O-tert-butyldiphenylsilyl-thymidine

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Technology Process of 4'-Acetyl-3'-O-tert-butyldimethylsilyl-5'-O-tert-butyldiphenylsilyl-thymidine

There total 7 articles about 4'-Acetyl-3'-O-tert-butyldimethylsilyl-5'-O-tert-butyldiphenylsilyl-thymidine 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: 75.0%

: 197070-46-5
1-[(2R,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-5-(1-hydroxy-ethyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

: 183892-44-6
4'-Acetyl-3'-O-tert-butyldimethylsilyl-5'-O-tert-butyldiphenylsilyl-thymidine

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 25 ℃; for 1h;
DOI:10.1002/hlca.19960790720

Reference yield:

: 139925-90-9
1-[(2R,4S,5S)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxymethyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

: 183892-44-6
4'-Acetyl-3'-O-tert-butyldimethylsilyl-5'-O-tert-butyldiphenylsilyl-thymidine

Guidance literature:: Multi-step reaction with 5 steps

1: 1H-imidazole / dimethylformamide / 24 h / 25 °C

2: 80percent aq. AcOH / tetrahydrofuran / 24 h / 25 °C

3: 95 percent / trichloroacetic anhydride, DMSO, Et₃N / CH₂Cl₂ / 0.5 h / -70 °C

4: 97 percent / tetrahydrofuran / 2 h / 0 °C

5: 75 percent / 1,1,1-triacetoxy-1,1-dihydro-1,2-benziodoxol-3(1H)-one / CH₂Cl₂ / 1 h / 25 °C

With 1H-imidazole; Dess-Martin periodane; acetic acid; dimethyl sulfoxide; triethylamine; trichloroacetic acid anhydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/hlca.19960790720

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 183892-44-6
4'-Acetyl-3'-O-tert-butyldimethylsilyl-5'-O-tert-butyldiphenylsilyl-thymidine

Guidance literature:: Multi-step reaction with 5 steps

1: 1H-imidazole / dimethylformamide / 24 h / 25 °C

2: 80percent aq. AcOH / tetrahydrofuran / 24 h / 25 °C

3: 95 percent / trichloroacetic anhydride, DMSO, Et₃N / CH₂Cl₂ / 0.5 h / -70 °C

4: 97 percent / tetrahydrofuran / 2 h / 0 °C

5: 75 percent / 1,1,1-triacetoxy-1,1-dihydro-1,2-benziodoxol-3(1H)-one / CH₂Cl₂ / 1 h / 25 °C

With 1H-imidazole; Dess-Martin periodane; acetic acid; dimethyl sulfoxide; triethylamine; trichloroacetic acid anhydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/hlca.19960790720