N-[(2R,3S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl]-2,2,2-trifluoro-acetamide

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Chemical Name:N-[(2R,3S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl]-2,2,2-trifluoro-acetamide
CAS No.:179178-49-5
Molecular Formula:C₃₄H₃₄F₃N₃O₈
Molecular Weight:669.654
Hs Code.:

N-[(2R,3S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl]-2,2,2-trifluoro-acetamide

Synonyms:N-[(2R,3S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl]-2,2,2-trifluoro-acetamide

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Chemical Property of N-[(2R,3S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl]-2,2,2-trifluoro-acetamide

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Technology Process of N-[(2R,3S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl]-2,2,2-trifluoro-acetamide

There total 14 articles about N-[(2R,3S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl]-2,2,2-trifluoro-acetamide 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: 82.0%

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 179178-48-4
2,2,2-Trifluoro-N-[(2R,3S,5R)-3-hydroxy-2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl]-acetamide

: 179178-49-5
N-[(2R,3S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl]-2,2,2-trifluoro-acetamide

Guidance literature:: With pyridine; for 5h; Ambient temperature;
DOI:10.1016/0040-4039(96)01432-3

Reference yield:

: 76054-81-4
3'-O-(4,4'-dimethoxytrityl)thymidine

: 179178-49-5
N-[(2R,3S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl]-2,2,2-trifluoro-acetamide

Guidance literature:: Multi-step reaction with 11 steps

1: TFA, pyridine, DCC, DMSO / Ambient temperature

2: NaOH / dioxane; H₂O / Ambient temperature

3: 80percent AcOH / 2 h / 45 °C

4: pyridine / 2 h / 0 °C

5: imidayole / pyridine / 72 h / Ambient temperature

6: 72 percent / MeMgBr / tetrahydrofuran / 3 h / 0 °C

7: pyridine / CH₂Cl₂ / 0.5 h / 0 °C

8: NH₃ / dioxane / 96 h / 45 °C

9: 88 percent / pyridine / dioxane / Ambient temperature

10: 94 percent / TBAF, AcOH / tetrahydrofuran / Ambient temperature; pH 7.5

11: 82 percent / pyridine / 5 h / Ambient temperature

With pyridine; 1H-imidazole; sodium hydroxide; methylmagnesium bromide; tetrabutyl ammonium fluoride; ammonia; acetic acid; dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; pyridine; dichloromethane; water;
DOI:10.1016/0040-4039(96)01432-3

Reference yield:

: 63861-63-2
4'-hydroxymethyl-thymidine

: 179178-49-5
N-[(2R,3S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl]-2,2,2-trifluoro-acetamide

Guidance literature:: Multi-step reaction with 8 steps

1: pyridine / 2 h / 0 °C

2: imidayole / pyridine / 72 h / Ambient temperature

3: 72 percent / MeMgBr / tetrahydrofuran / 3 h / 0 °C

4: pyridine / CH₂Cl₂ / 0.5 h / 0 °C

5: NH₃ / dioxane / 96 h / 45 °C

6: 88 percent / pyridine / dioxane / Ambient temperature

7: 94 percent / TBAF, AcOH / tetrahydrofuran / Ambient temperature; pH 7.5

8: 82 percent / pyridine / 5 h / Ambient temperature

With pyridine; 1H-imidazole; methylmagnesium bromide; tetrabutyl ammonium fluoride; ammonia; acetic acid; In tetrahydrofuran; 1,4-dioxane; pyridine; dichloromethane;
DOI:10.1016/0040-4039(96)01432-3