5-Benzoyl-1-[(2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

Base Information

• Chemical Name: 5-Benzoyl-1-[(2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione
• CAS No.: 124667-82-9
• Molecular Formula: C₂₈H₄₄N₂O₆Si₂
• Molecular Weight: 560.838

Synonyms:5-Benzoyl-1-[(2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

Chemical Property of 5-Benzoyl-1-[(2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

Chemical Property:

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Technology Process of 5-Benzoyl-1-[(2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

There total 3 articles about 5-Benzoyl-1-[(2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione 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: 45.0%

3',5'-O-di(tert-butyldimethylsilyl)-2'-deoxyuridine (64911-18-8) + benzoyl chloride (98-88-4) → 5-Benzoyl-1-[(2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione (124667-82-9)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/S0040-4039(01)93710-4

Reference yield:

2'-deoxyuridine (951-78-0,63844-76-8) → 5-Benzoyl-1-[(2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione (124667-82-9)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide / 50 °C

2: 45 percent / 1.) sec-BuLi, TMEDA / tetrahydrofuran / -78 °C

With 1H-imidazole; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(01)93710-4

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 5-Benzoyl-1-[(2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione (124667-82-9)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide / 50 °C

2: 45 percent / 1.) sec-BuLi, TMEDA / tetrahydrofuran / -78 °C

With 1H-imidazole; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(01)93710-4

upstream raw materials:

3',5'-O-di(tert-butyldimethylsilyl)-2'-deoxyuridine

benzoyl chloride

2'-deoxyuridine

tert-butyldimethylsilyl chloride

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