N-[(2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-2,2,2-trifluoro-acetamide

Base Information

Chemical Name:N-[(2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-2,2,2-trifluoro-acetamide
CAS No.:1053244-49-7
Molecular Formula:C₃₈H₄₄F₃N₃O₈Si
Molecular Weight:755.863
Hs Code.:

N-[(2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-2,2,2-trifluoro-acetamide

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

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

There total 6 articles about N-[(2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-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:

: 3736-77-4
2,2'-Anhydrouridine

: 1053244-49-7
N-[(2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-2,2,2-trifluoro-acetamide

Guidance literature:: Multi-step reaction with 5 steps

1: 56 percent / DMAP / pyridine / 16 h / Ambient temperature

2: 43 percent / NaH / 16 h / 90 °C

3: 79 percent / aq. NaOH / ethanol / 16 h / Heating

4: 55 percent / Et₃N / acetonitrile / 16 h / Ambient temperature

5: Et₃N / acetonitrile / 3 h / Ambient temperature

With dmap; sodium hydroxide; sodium hydride; triethylamine; In pyridine; ethanol; acetonitrile;
DOI:10.1021/jo9510548

Reference yield:

: 174221-82-0
5'-O-(4,4'-dimethoxytrityl)-2'-N,3'-O-(2-(trichloromethyl)oxazolino)-2'-deoxy-1-(β-D-ribofuranosyl)uracil

: 1053244-49-7
N-[(2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-2,2,2-trifluoro-acetamide

Guidance literature:: Multi-step reaction with 3 steps

1: 79 percent / aq. NaOH / ethanol / 16 h / Heating

2: 55 percent / Et₃N / acetonitrile / 16 h / Ambient temperature

3: Et₃N / acetonitrile / 3 h / Ambient temperature

With sodium hydroxide; triethylamine; In ethanol; acetonitrile;
DOI:10.1021/jo9510548

Reference yield:

: 173170-12-2
2,2'-O-anhydro-1-<5'-O-(4,4'-dimethoxytrityl)-β-D-arabinofuranosyl>uracil

: 1053244-49-7
N-[(2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-2,2,2-trifluoro-acetamide

Guidance literature:: Multi-step reaction with 4 steps

1: 43 percent / NaH / 16 h / 90 °C

2: 79 percent / aq. NaOH / ethanol / 16 h / Heating

3: 55 percent / Et₃N / acetonitrile / 16 h / Ambient temperature

4: Et₃N / acetonitrile / 3 h / Ambient temperature

With sodium hydroxide; sodium hydride; triethylamine; In ethanol; acetonitrile;
DOI:10.1021/jo9510548