1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-[3-(tetrahydro-pyran-2-yloxy)-propyl]-1H-pyrimidine-2,4-dione

Base Information

Chemical Name:1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-[3-(tetrahydro-pyran-2-yloxy)-propyl]-1H-pyrimidine-2,4-dione
CAS No.:174193-15-8
Molecular Formula:C₁₇H₂₆N₂O₈
Molecular Weight:386.402
Hs Code.:

Synonyms:1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-[3-(tetrahydro-pyran-2-yloxy)-propyl]-1H-pyrimidine-2,4-dione

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Chemical Property of 1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-[3-(tetrahydro-pyran-2-yloxy)-propyl]-1H-pyrimidine-2,4-dione

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Technology Process of 1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-[3-(tetrahydro-pyran-2-yloxy)-propyl]-1H-pyrimidine-2,4-dione

There total 1 articles about 1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-[3-(tetrahydro-pyran-2-yloxy)-propyl]-1H-pyrimidine-2,4-dione 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:

: 84500-33-4,65499-40-3
2',3',5'-tri-O-acetyl-5-iodouridine

: 174193-15-8
1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-[3-(tetrahydro-pyran-2-yloxy)-propyl]-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / Pd(PPh₃)4, CuI, triethylamine / dimethylformamide / 20 h

2: H₂ / Pd/C / ethanol / 25 h

3: 0.5 M NaOH / pyridine / 0.17 h

With sodium hydroxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; triethylamine; palladium on activated charcoal; In pyridine; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(95)02062-4

Reference yield: 99.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 174193-15-8
1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-[3-(tetrahydro-pyran-2-yloxy)-propyl]-1H-pyrimidine-2,4-dione

: 174193-16-9
1-[(2R,3R,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-5-[3-(tetrahydro-pyran-2-yloxy)-propyl]-1H-pyrimidine-2,4-dione

Guidance literature:: With phenylboronic acid;
DOI:10.1080/07328319708006125

Reference yield:

: 174193-15-8
1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-[3-(tetrahydro-pyran-2-yloxy)-propyl]-1H-pyrimidine-2,4-dione

: 174193-19-2
Dithiophosphoric acid O-(3-{1-[(3aR,4R,6R,6aR)-6-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl}-propyl) ester S,S'-diphenyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / PhB(OH)2

2: 69 percent / H₂O / acetic acid

3: 84 percent / ClSiMe₃ / acetone / 20 h / Ambient temperature

4: 69 percent / DDS, 1H-tetrazole

With 1H-tetrazole; chloro-trimethyl-silane; water; dapsone; phenylboronic acid; In acetic acid; acetone;
DOI:10.1080/07328319708006125