1-((2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-{2-[1-(2-fluoro-phenyl)-4-methoxy-piperidin-4-yloxy]-ethyl}-4-hydroxy-tetrahydro-furan-2-yl)-4-hydroxy-1H-pyrimidin-2-one

Base Information

Chemical Name:1-((2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-{2-[1-(2-fluoro-phenyl)-4-methoxy-piperidin-4-yloxy]-ethyl}-4-hydroxy-tetrahydro-furan-2-yl)-4-hydroxy-1H-pyrimidin-2-one
CAS No.:171503-93-8
Molecular Formula:C₄₄H₄₈FN₃O₉
Molecular Weight:781.878
Hs Code.:

1-((2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-{2-[1-(2-fluoro-phenyl)-4-methoxy-piperidin-4-yloxy]-ethyl}-4-hydroxy-tetrahydro-furan-2-yl)-4-hydroxy-1H-pyrimidin-2-one

Synonyms:1-((2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-{2-[1-(2-fluoro-phenyl)-4-methoxy-piperidin-4-yloxy]-ethyl}-4-hydroxy-tetrahydro-furan-2-yl)-4-hydroxy-1H-pyrimidin-2-one

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Chemical Property of 1-((2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-{2-[1-(2-fluoro-phenyl)-4-methoxy-piperidin-4-yloxy]-ethyl}-4-hydroxy-tetrahydro-furan-2-yl)-4-hydroxy-1H-pyrimidin-2-one

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Technology Process of 1-((2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-{2-[1-(2-fluoro-phenyl)-4-methoxy-piperidin-4-yloxy]-ethyl}-4-hydroxy-tetrahydro-furan-2-yl)-4-hydroxy-1H-pyrimidin-2-one

There total 9 articles about 1-((2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-{2-[1-(2-fluoro-phenyl)-4-methoxy-piperidin-4-yloxy]-ethyl}-4-hydroxy-tetrahydro-furan-2-yl)-4-hydroxy-1H-pyrimidin-2-one 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: 75.0%

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 171503-91-6
1-((2R,3R,4S,5R)-3-{2-[1-(2-Fluoro-phenyl)-4-methoxy-piperidin-4-yloxy]-ethyl}-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-4-hydroxy-1H-pyrimidin-2-one

: 171503-93-8
1-((2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-{2-[1-(2-fluoro-phenyl)-4-methoxy-piperidin-4-yloxy]-ethyl}-4-hydroxy-tetrahydro-furan-2-yl)-4-hydroxy-1H-pyrimidin-2-one

Guidance literature:: With pyridine; In dichloromethane; for 1h;
DOI:10.1021/jo9614607

Reference yield:

: 115012-52-7
1-(2-Fluorophenyl)-4-methoxy-1,2,5,6-tetrahydropyridine

: 171503-93-8
1-((2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-{2-[1-(2-fluoro-phenyl)-4-methoxy-piperidin-4-yloxy]-ethyl}-4-hydroxy-tetrahydro-furan-2-yl)-4-hydroxy-1H-pyrimidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 73 percent / camphor-10-sulfonic acid / CH₂Cl₂ / 20 h

2: 76 percent / Et₃N*HF / tetrahydrofuran

3: 75 percent / pyridine / CH₂Cl₂ / 1 h

With pyridine; camphor-10-sulfonic acid; triethylamine hydrofluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo9614607

Reference yield:

: 1-((2R,3R,3aS,9aR)-3-Allyl-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-4-hydroxy-1H-pyrimidin-2-one

: 171503-93-8
1-((2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-{2-[1-(2-fluoro-phenyl)-4-methoxy-piperidin-4-yloxy]-ethyl}-4-hydroxy-tetrahydro-furan-2-yl)-4-hydroxy-1H-pyrimidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 99.6 percent / N-methylmorpholine N-oxide, OsO₄ / acetone; H₂O / 1.5 h

2: NaIO₄ / dioxane; H₂O / 0.17 h

3: 100 percent / NaBH₄ / methanol / 0.33 h / 0 °C

4: 73 percent / camphor-10-sulfonic acid / CH₂Cl₂ / 20 h

5: 76 percent / Et₃N*HF / tetrahydrofuran

6: 75 percent / pyridine / CH₂Cl₂ / 1 h

With pyridine; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; camphor-10-sulfonic acid; 4-methylmorpholine N-oxide; triethylamine hydrofluoride; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; acetone;
DOI:10.1021/jo9614607