4-{(2R,3R,4R,5R)-4-Hydroxy-2-[3-(4-methyl-benzoyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-5-[9-(4-octadecyloxy-phenyl)-9H-xanthen-9-yloxymethyl]-tetrahydro-furan-3-yloxy}-4-methoxy-heptanedioic acid dimethyl ester

Base Information

• Chemical Name: 4-{(2R,3R,4R,5R)-4-Hydroxy-2-[3-(4-methyl-benzoyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-5-[9-(4-octadecyloxy-phenyl)-9H-xanthen-9-yloxymethyl]-tetrahydro-furan-3-yloxy}-4-methoxy-heptanedioic acid dimethyl ester
• CAS No.: 108802-12-6
• Molecular Formula: C₆₄H₈₂N₂O₁₄
• Molecular Weight: 1103.36

Synonyms:

Chemical Property of 4-{(2R,3R,4R,5R)-4-Hydroxy-2-[3-(4-methyl-benzoyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-5-[9-(4-octadecyloxy-phenyl)-9H-xanthen-9-yloxymethyl]-tetrahydro-furan-3-yloxy}-4-methoxy-heptanedioic acid dimethyl ester

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Technology Process of 4-{(2R,3R,4R,5R)-4-Hydroxy-2-[3-(4-methyl-benzoyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-5-[9-(4-octadecyloxy-phenyl)-9H-xanthen-9-yloxymethyl]-tetrahydro-furan-3-yloxy}-4-methoxy-heptanedioic acid dimethyl ester

There total 3 articles about 4-{(2R,3R,4R,5R)-4-Hydroxy-2-[3-(4-methyl-benzoyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-5-[9-(4-octadecyloxy-phenyl)-9H-xanthen-9-yloxymethyl]-tetrahydro-furan-3-yloxy}-4-methoxy-heptanedioic acid dimethyl 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: 71.0%

2'-O-(1,5-dicarbomethoxy-3-methoxypentan-3-yl)-N-3-toluoyluridine (108782-96-3) + 9-chloro-9-(4-octadecyloxyphenyl)xanthene (95985-07-2) → 4-{(2R,3R,4R,5R)-4-Hydroxy-2-[3-(4-methyl-benzoyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-5-[9-(4-octadecyloxy-phenyl)-9H-xanthen-9-yloxymethyl]-tetrahydro-furan-3-yloxy}-4-methoxy-heptanedioic acid dimethyl ester (108802-12-6)

Guidance literature:

In pyridine;

DOI:10.1016/S0040-4020(01)88067-4

Reference yield:

3-methoxy-1,5-dicarbomethoxy-2-pentene (99272-57-8) → 4-{(2R,3R,4R,5R)-4-Hydroxy-2-[3-(4-methyl-benzoyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-5-[9-(4-octadecyloxy-phenyl)-9H-xanthen-9-yloxymethyl]-tetrahydro-furan-3-yloxy}-4-methoxy-heptanedioic acid dimethyl ester (108802-12-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) benzenesulfonic acid, 2.) tetrabutylammonium fluoride / 1.) dioxane, 2.) THF

2: 71 percent / pyridine

With tetrabutyl ammonium fluoride; benzenesulfonic acid; In pyridine;

DOI:10.1016/S0040-4020(01)88067-4

Reference yield:

N3-(4-methylbenzoyl)-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine (108782-95-2) → 4-{(2R,3R,4R,5R)-4-Hydroxy-2-[3-(4-methyl-benzoyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-5-[9-(4-octadecyloxy-phenyl)-9H-xanthen-9-yloxymethyl]-tetrahydro-furan-3-yloxy}-4-methoxy-heptanedioic acid dimethyl ester (108802-12-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) benzenesulfonic acid, 2.) tetrabutylammonium fluoride / 1.) dioxane, 2.) THF

2: 71 percent / pyridine

With tetrabutyl ammonium fluoride; benzenesulfonic acid; In pyridine;

DOI:10.1016/S0040-4020(01)88067-4

upstream raw materials:

2'-O-(1,5-dicarbomethoxy-3-methoxypentan-3-yl)-N-3-toluoyluridine

9-chloro-9-(4-octadecyloxyphenyl)xanthene

3-methoxy-1,5-dicarbomethoxy-2-pentene

N³-(4-methylbenzoyl)-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine

Downstream raw materials:

C₇₀H₈₆ClN₂O₁₇P*C₆H₁₅N

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