N-{1-[(2R,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(trityl-amino)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide

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Chemical Name:N-{1-[(2R,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(trityl-amino)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide
CAS No.:195375-75-8
Molecular Formula:C₄₁H₄₆N₄O₄Si
Molecular Weight:686.926
Hs Code.:

Synonyms:N-{1-[(2R,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(trityl-amino)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide

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Chemical Property of N-{1-[(2R,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(trityl-amino)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide

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Technology Process of N-{1-[(2R,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(trityl-amino)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide

There total 8 articles about N-{1-[(2R,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(trityl-amino)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide 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:

: 951-78-0,63844-76-8
2'-deoxyuridine

: 195375-75-8
N-{1-[(2R,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(trityl-amino)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide

Guidance literature:: Multi-step reaction with 8 steps

1: 80 percent / Et₃N, DMAP / dimethylformamide / 1 h / Ambient temperature

2: 90 percent / Ph₃P, DIAD / dimethylformamide / 2 h / Ambient temperature

3: 87 percent / LiN₃ / dimethylformamide / 48 h / 95 - 100 °C

4: 30.4 g / H₂ / 10percent Pd/C / ethanol; CH₂Cl₂

5: 85 percent / Et₃N / pyridine; CH₂Cl₂ / 2 h / Ambient temperature

6: 10.2 g / Et₃N, POCl₃ / acetonitrile / 2 h / Ambient temperature

7: 9.4 g / conc.NH₄OH / dioxane / 4 h / Ambient temperature

8: 92 percent / pyridine / 16 h / Ambient temperature

With dmap; ammonium hydroxide; lithium azide; di-isopropyl azodicarboxylate; hydrogen; triethylamine; triphenylphosphine; trichlorophosphate; palladium on activated charcoal; In 1,4-dioxane; pyridine; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo970801t

Reference yield:

: 76223-04-6
1-((2R,4S,5R)-5-((tert-butyldimethylsilyloxy)methyl)-4-hydroxy-tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione

: 195375-75-8
N-{1-[(2R,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(trityl-amino)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / Ph₃P, DIAD / dimethylformamide / 2 h / Ambient temperature

2: 87 percent / LiN₃ / dimethylformamide / 48 h / 95 - 100 °C

3: 30.4 g / H₂ / 10percent Pd/C / ethanol; CH₂Cl₂

4: 85 percent / Et₃N / pyridine; CH₂Cl₂ / 2 h / Ambient temperature

5: 10.2 g / Et₃N, POCl₃ / acetonitrile / 2 h / Ambient temperature

6: 9.4 g / conc.NH₄OH / dioxane / 4 h / Ambient temperature

7: 92 percent / pyridine / 16 h / Ambient temperature

With ammonium hydroxide; lithium azide; di-isopropyl azodicarboxylate; hydrogen; triethylamine; triphenylphosphine; trichlorophosphate; palladium on activated charcoal; In 1,4-dioxane; pyridine; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo970801t

Reference yield:

: 120625-01-6
1-((2R,4S,5S)-4-azido-5-((tert-butyldimethylsilyloxy)methyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione

: 195375-75-8
N-{1-[(2R,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(trityl-amino)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide

Guidance literature:: Multi-step reaction with 5 steps

1: 30.4 g / H₂ / 10percent Pd/C / ethanol; CH₂Cl₂

2: 85 percent / Et₃N / pyridine; CH₂Cl₂ / 2 h / Ambient temperature

3: 10.2 g / Et₃N, POCl₃ / acetonitrile / 2 h / Ambient temperature

4: 9.4 g / conc.NH₄OH / dioxane / 4 h / Ambient temperature

5: 92 percent / pyridine / 16 h / Ambient temperature

With ammonium hydroxide; hydrogen; triethylamine; trichlorophosphate; palladium on activated charcoal; In 1,4-dioxane; pyridine; ethanol; dichloromethane; acetonitrile;
DOI:10.1021/jo970801t