Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-{2,4-dioxo-5-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-3,4-dihydro-2H-pyrimidin-1-yl}-tetrahydro-furan-3-yl ester

Base Information

Chemical Name:Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-{2,4-dioxo-5-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-3,4-dihydro-2H-pyrimidin-1-yl}-tetrahydro-furan-3-yl ester
CAS No.:174193-14-7
Molecular Formula:C₂₃H₂₈N₂O₁₁
Molecular Weight:508.482
Hs Code.:

Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-{2,4-dioxo-5-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-3,4-dihydro-2H-pyrimidin-1-yl}-tetrahydro-furan-3-yl ester

Synonyms:Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-{2,4-dioxo-5-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-3,4-dihydro-2H-pyrimidin-1-yl}-tetrahydro-furan-3-yl ester

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Chemical Property of Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-{2,4-dioxo-5-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-3,4-dihydro-2H-pyrimidin-1-yl}-tetrahydro-furan-3-yl ester

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Technology Process of Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-{2,4-dioxo-5-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-3,4-dihydro-2H-pyrimidin-1-yl}-tetrahydro-furan-3-yl ester

There total 1 articles about Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-{2,4-dioxo-5-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-3,4-dihydro-2H-pyrimidin-1-yl}-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: 80.0%

: 6089-04-9
3-(tetrahydropyran-2'-yloxy)propyne

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

: 174193-14-7
Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-{2,4-dioxo-5-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-3,4-dihydro-2H-pyrimidin-1-yl}-tetrahydro-furan-3-yl ester

Guidance literature:: With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In N,N-dimethyl-formamide; for 20h;
DOI:10.1016/0040-4039(95)02062-4

Reference yield:

: 174193-14-7
Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-{2,4-dioxo-5-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-3,4-dihydro-2H-pyrimidin-1-yl}-tetrahydro-furan-3-yl ester

: 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 6 steps

1: H₂

3: 99 percent / PhB(OH)2

4: 69 percent / H₂O / acetic acid

5: 84 percent / ClSiMe₃ / acetone / 20 h / Ambient temperature

6: 69 percent / DDS, 1H-tetrazole

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

Reference yield:

: 174193-14-7
Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-{2,4-dioxo-5-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-3,4-dihydro-2H-pyrimidin-1-yl}-tetrahydro-furan-3-yl ester

: 198822-78-5
Thiophosphoric acid O-{3-[1-((3aR,4R,6R,6aR)-6-hydroxymethyl-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-phenyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: H₂

3: 99 percent / PhB(OH)2

4: 69 percent / H₂O / acetic acid

5: 84 percent / ClSiMe₃ / acetone / 20 h / Ambient temperature

6: 69 percent / DDS, 1H-tetrazole

7: (Bu₃Sn)2O / pyridine

8: TBAF / cyclohexane-d12

With 1H-tetrazole; chloro-trimethyl-silane; tetrabutyl ammonium fluoride; water; hydrogen; bis(tri-n-butyltin)oxide; dapsone; phenylboronic acid; In pyridine; Cyclohexane-d12; acetic acid; acetone;
DOI:10.1080/07328319708006125