(2R,3S,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-methylene-2-(((triisopropylsilyl)oxy)methyl)tetrahydrofuran-3-yl ((perfluorobenzoyl)oxy)carbamate

Base Information

Chemical Name:(2R,3S,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-methylene-2-(((triisopropylsilyl)oxy)methyl)tetrahydrofuran-3-yl ((perfluorobenzoyl)oxy)carbamate
CAS No.:1610022-30-4
Molecular Formula:C₂₇H₃₂F₅N₃O₈Si
Molecular Weight:649.644
Hs Code.:

(2R,3S,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-methylene-2-(((triisopropylsilyl)oxy)methyl)tetrahydrofuran-3-yl ((perfluorobenzoyl)oxy)carbamate

Synonyms:(2R,3S,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-methylene-2-(((triisopropylsilyl)oxy)methyl)tetrahydrofuran-3-yl ((perfluorobenzoyl)oxy)carbamate

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Chemical Property of (2R,3S,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-methylene-2-(((triisopropylsilyl)oxy)methyl)tetrahydrofuran-3-yl ((perfluorobenzoyl)oxy)carbamate

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Technology Process of (2R,3S,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-methylene-2-(((triisopropylsilyl)oxy)methyl)tetrahydrofuran-3-yl ((perfluorobenzoyl)oxy)carbamate

There total 9 articles about (2R,3S,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-methylene-2-(((triisopropylsilyl)oxy)methyl)tetrahydrofuran-3-yl ((perfluorobenzoyl)oxy)carbamate 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: 97.0%

pentafluorobenzoylchloride: 2251-50-5
pentafluorobenzoylchloride

: 1610022-29-1
(2R,3S,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-methylene-2-(((triisopropylsilyl)oxy)methyl)tetrahydrofuran-3-yl hydroxycarbamate

: 1610022-30-4
(2R,3S,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-methylene-2-(((triisopropylsilyl)oxy)methyl)tetrahydrofuran-3-yl ((perfluorobenzoyl)oxy)carbamate

Guidance literature:: With triethylamine; In dichloromethane; for 1h; Cooling with ice;

Reference yield:

: 102789-14-0
1-((6aR,8R,9aS)-2,2,4,4-tetraisopropyl-9-methylenetetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)-pyrimidine-2,4(1H,3H)-dione

: 1610022-30-4
(2R,3S,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-methylene-2-(((triisopropylsilyl)oxy)methyl)tetrahydrofuran-3-yl ((perfluorobenzoyl)oxy)carbamate

Guidance literature:: Multi-step reaction with 5 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

2: 2,6-dimethylpyridine / dichloromethane / 20 °C / Cooling with ice

3: dichloromethane / 2.5 h / 20 °C

4: hydroxylamine hydrochloride; pyridine / 1 h / 20 °C

5: triethylamine / dichloromethane / 1 h / Cooling with ice

With pyridine; 2,6-dimethylpyridine; hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; dichloromethane;

Reference yield:

: 119410-95-6
1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)-3-methylenetetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione

: 1610022-30-4
(2R,3S,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-methylene-2-(((triisopropylsilyl)oxy)methyl)tetrahydrofuran-3-yl ((perfluorobenzoyl)oxy)carbamate

Guidance literature:: Multi-step reaction with 4 steps

1: 2,6-dimethylpyridine / dichloromethane / 20 °C / Cooling with ice

2: dichloromethane / 2.5 h / 20 °C

3: hydroxylamine hydrochloride; pyridine / 1 h / 20 °C

4: triethylamine / dichloromethane / 1 h / Cooling with ice

With pyridine; 2,6-dimethylpyridine; hydroxylamine hydrochloride; triethylamine; In dichloromethane;