Methanesulfonic acid (2R,3S,4R,5S)-4-fluoro-5-(1-methyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl ester

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Chemical Name:Methanesulfonic acid (2R,3S,4R,5S)-4-fluoro-5-(1-methyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl ester
CAS No.:127517-41-3
Molecular Formula:C₃₀H₂₉FN₂O₇S
Molecular Weight:580.634
Hs Code.:

Methanesulfonic acid (2R,3S,4R,5S)-4-fluoro-5-(1-methyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl ester

Synonyms:Methanesulfonic acid (2R,3S,4R,5S)-4-fluoro-5-(1-methyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl ester

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Chemical Property of Methanesulfonic acid (2R,3S,4R,5S)-4-fluoro-5-(1-methyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl ester

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Technology Process of Methanesulfonic acid (2R,3S,4R,5S)-4-fluoro-5-(1-methyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl ester

There total 5 articles about Methanesulfonic acid (2R,3S,4R,5S)-4-fluoro-5-(1-methyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl ester 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: 86.0%

: 127517-40-2
1-methyl-5-(2-deoxy-2-fluoro-5-O-trityl-β-D-lyxofuranosyl)uracil

: 124-63-0
methanesulfonyl chloride

: 127517-41-3
Methanesulfonic acid (2R,3S,4R,5S)-4-fluoro-5-(1-methyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl ester

Guidance literature:: With pyridine; 1.) 0 deg C, 2 h, 2.) RT, 2 h;
DOI:10.1021/jm00169a030

Reference yield:

: 110419-25-5
1-methyl-5-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)uracil

: 127517-41-3
Methanesulfonic acid (2R,3S,4R,5S)-4-fluoro-5-(1-methyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 78 percent / pyridine / 72 h / Ambient temperature

2: CrO₃-pyridine-Ac₂O / CH₂Cl₂ / 1 h / Ambient temperature

3: NaBH₄ / ethanol / 2 h / 0 °C

4: 86 percent / pyridine / 1.) 0 deg C, 2 h, 2.) RT, 2 h

With pyridine; sodium tetrahydroborate; CrO₃*pyridine*acetic anhydride; In ethanol; dichloromethane;
DOI:10.1021/jm00169a030

Reference yield:

: 5-((2S,3R,5R)-3-Fluoro-4-oxo-5-trityloxymethyl-tetrahydro-furan-2-yl)-1-methyl-1H-pyrimidine-2,4-dione

: 127517-41-3
Methanesulfonic acid (2R,3S,4R,5S)-4-fluoro-5-(1-methyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: NaBH₄ / ethanol / 2 h / 0 °C

2: 86 percent / pyridine / 1.) 0 deg C, 2 h, 2.) RT, 2 h

With pyridine; sodium tetrahydroborate; In ethanol;
DOI:10.1021/jm00169a030