[(2R,3S,5R)-5-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-phosphoramidic acid diphenyl ester

Base Information

Chemical Name:[(2R,3S,5R)-5-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-phosphoramidic acid diphenyl ester
CAS No.:864948-86-7
Molecular Formula:C₂₁H₂₂N₃O₇P
Molecular Weight:459.395
Hs Code.:

Synonyms:[(2R,3S,5R)-5-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-phosphoramidic acid diphenyl ester

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Chemical Property of [(2R,3S,5R)-5-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-phosphoramidic acid diphenyl ester

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Technology Process of [(2R,3S,5R)-5-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-phosphoramidic acid diphenyl ester

There total 4 articles about [(2R,3S,5R)-5-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-phosphoramidic acid diphenyl 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: 19.0%

: 2524-64-3
chlorophosphoric acid diphenyl ester

: 35959-38-7
5'-Amino-2',5'-dideoxy-uridine

: 864948-86-7
[(2R,3S,5R)-5-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-phosphoramidic acid diphenyl ester

Guidance literature:: In pyridine; N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1021/jm050111e

Reference yield:

: 951-78-0,63844-76-8
2'-deoxyuridine

: 864948-86-7
[(2R,3S,5R)-5-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-phosphoramidic acid diphenyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 64 percent / pyridine / CH₂Cl₂ / 24 h / 0 - 4 °C

2: 59 percent / NaN₃ / dimethylformamide / 90 °C

3: 53 percent / H₂ / Pd/C / ethanol; H₂O / 6 h / 20 °C

4: 19 percent / dimethylformamide; pyridine / 20 °C

With pyridine; sodium azide; hydrogen; palladium on activated charcoal; In pyridine; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm050111e

Reference yield:

: 27999-47-9
((2R,3S,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3-hydroxytetrahydrofuran-2-yl)methyl 4-methylbenzenesulfonate

: 864948-86-7
[(2R,3S,5R)-5-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-phosphoramidic acid diphenyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 59 percent / NaN₃ / dimethylformamide / 90 °C

2: 53 percent / H₂ / Pd/C / ethanol; H₂O / 6 h / 20 °C

3: 19 percent / dimethylformamide; pyridine / 20 °C

With sodium azide; hydrogen; palladium on activated charcoal; In pyridine; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1021/jm050111e