(2S,3S,4S,5R,6R)-6-(((2R,3S,5R)-3-fluoro-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methoxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid

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Chemical Name:(2S,3S,4S,5R,6R)-6-(((2R,3S,5R)-3-fluoro-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methoxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid
CAS No.:141796-18-1
Molecular Formula:C₁₆H₂₁FN₂O₁₀
Molecular Weight:420.349
Hs Code.:

(2S,3S,4S,5R,6R)-6-(((2R,3S,5R)-3-fluoro-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methoxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid

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Chemical Property of (2S,3S,4S,5R,6R)-6-(((2R,3S,5R)-3-fluoro-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methoxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid

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Technology Process of (2S,3S,4S,5R,6R)-6-(((2R,3S,5R)-3-fluoro-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methoxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid

There total 2 articles about (2S,3S,4S,5R,6R)-6-(((2R,3S,5R)-3-fluoro-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methoxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid 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%

: 1621621-12-2
(2R,3R,4S,5S,6S)-2-(((2R,3S,5R)-3-fluoro-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methoxy)-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 141796-18-1
(2S,3S,4S,5R,6R)-6-(((2R,3S,5R)-3-fluoro-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methoxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid

Guidance literature:: With potassium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃; for 2h; Inert atmosphere;
DOI:10.1039/c3md00381g

Reference yield:

: 72692-06-9,73464-50-3,3082-95-9
methyl 2,3,4-tri-O-acetyl-D-glucopyranuronate

: 141796-18-1
(2S,3S,4S,5R,6R)-6-(((2R,3S,5R)-3-fluoro-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methoxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: caesium carbonate / dichloromethane / 2 h / 20 °C / Inert atmosphere

2: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 20 h / -40 - 20 °C / Inert atmosphere; Molecular sieve

3: potassium hydroxide / water; tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

With trimethylsilyl trifluoromethanesulfonate; caesium carbonate; potassium hydroxide; In tetrahydrofuran; dichloromethane; water;
DOI:10.1039/c3md00381g