1-methyl-5-(3-azido-2,3-dideoxy-2-fluoro-5-O-trityl-β-D-arabinofuranosyl)uracil

Base Information

Chemical Name:1-methyl-5-(3-azido-2,3-dideoxy-2-fluoro-5-O-trityl-β-D-arabinofuranosyl)uracil
CAS No.:127517-42-4
Molecular Formula:C₂₉H₂₆FN₅O₄
Molecular Weight:527.555
Hs Code.:

Synonyms:1-methyl-5-(3-azido-2,3-dideoxy-2-fluoro-5-O-trityl-β-D-arabinofuranosyl)uracil

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Chemical Property of 1-methyl-5-(3-azido-2,3-dideoxy-2-fluoro-5-O-trityl-β-D-arabinofuranosyl)uracil

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Technology Process of 1-methyl-5-(3-azido-2,3-dideoxy-2-fluoro-5-O-trityl-β-D-arabinofuranosyl)uracil

There total 6 articles about 1-methyl-5-(3-azido-2,3-dideoxy-2-fluoro-5-O-trityl-β-D-arabinofuranosyl)uracil 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: 69.0%

: 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

: 127517-42-4
1-methyl-5-(3-azido-2,3-dideoxy-2-fluoro-5-O-trityl-β-D-arabinofuranosyl)uracil

Guidance literature:: With lithium azide; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 100 ℃; for 7h;
DOI:10.1021/jm00169a030

Reference yield:

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

: 127517-42-4
1-methyl-5-(3-azido-2,3-dideoxy-2-fluoro-5-O-trityl-β-D-arabinofuranosyl)uracil

Guidance literature:: Multi-step reaction with 5 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

5: 69 percent / LiN₃ / hexamethylphosphoric acid triamide / 7 h / 100 °C

With pyridine; sodium tetrahydroborate; lithium azide; CrO₃*pyridine*acetic anhydride; In N,N,N,N,N,N-hexamethylphosphoric triamide; 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

: 127517-42-4
1-methyl-5-(3-azido-2,3-dideoxy-2-fluoro-5-O-trityl-β-D-arabinofuranosyl)uracil

Guidance literature:: Multi-step reaction with 3 steps

1: NaBH₄ / ethanol / 2 h / 0 °C

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

3: 69 percent / LiN₃ / hexamethylphosphoric acid triamide / 7 h / 100 °C

With pyridine; sodium tetrahydroborate; lithium azide; In N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol;
DOI:10.1021/jm00169a030