1-{(3S,6R)-6-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-5-oxo-tetrahydro-pyran-3-yl}-5-methyl-1H-pyrimidine-2,4-dione

Base Information

• Chemical Name: 1-{(3S,6R)-6-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-5-oxo-tetrahydro-pyran-3-yl}-5-methyl-1H-pyrimidine-2,4-dione
• CAS No.: 175471-44-0
• Molecular Formula: C₃₁H₃₀N₂O₆
• Molecular Weight: 526.589

Synonyms:1-{(3S,6R)-6-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-5-oxo-tetrahydro-pyran-3-yl}-5-methyl-1H-pyrimidine-2,4-dione

Chemical Property of 1-{(3S,6R)-6-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-5-oxo-tetrahydro-pyran-3-yl}-5-methyl-1H-pyrimidine-2,4-dione

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Technology Process of 1-{(3S,6R)-6-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-5-oxo-tetrahydro-pyran-3-yl}-5-methyl-1H-pyrimidine-2,4-dione

There total 2 articles about 1-{(3S,6R)-6-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-5-oxo-tetrahydro-pyran-3-yl}-5-methyl-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: 63.0%

1',5'-Anhydro-2',3'-dideoxy-6'-O-monomethoxytrityl-2'-(thymin-1-yl)-D-arabino-hexitol (175471-43-9) → 1-{(3S,6R)-6-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-5-oxo-tetrahydro-pyran-3-yl}-5-methyl-1H-pyrimidine-2,4-dione (175471-44-0)

Guidance literature:

With pyridine; chromium(VI) oxide; acetic anhydride; In dichloromethane; for 0.5h; Ambient temperature;

DOI:10.1080/07328319608002387

Reference yield:

mono-4-methoxytrityl chloride (14470-28-1) → 1-{(3S,6R)-6-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-5-oxo-tetrahydro-pyran-3-yl}-5-methyl-1H-pyrimidine-2,4-dione (175471-44-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / pyridine / Ambient temperature; overnight

2: 63 percent / CrO₃, Py, Ac₂O / CH₂Cl₂ / 0.5 h / Ambient temperature

With pyridine; chromium(VI) oxide; acetic anhydride; In pyridine; dichloromethane;

DOI:10.1080/07328319608002387

Reference yield: 51.0%

1-{(3S,6R)-6-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-5-oxo-tetrahydro-pyran-3-yl}-5-methyl-1H-pyrimidine-2,4-dione (175471-44-0) → 1,5-anhydro-2,3-dideoxy-6-O-monomethoxytrityl-2-(thymin-1-yl)-D-lyxohexitol (175670-95-8)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 0 ℃; for 2.5h;

DOI:10.1080/07328319608002387

upstream raw materials:

1',5'-Anhydro-2',3'-dideoxy-6'-O-monomethoxytrityl-2'-(thymin-1-yl)-D-arabino-hexitol

mono-4-methoxytrityl chloride

Downstream raw materials:

1,5-anhydro-2,3-dideoxy-6-O-monomethoxytrityl-2-(thymin-1-yl)-D-lyxohexitol

Methanesulfonic acid (2R,3R,5S)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-pyran-3-yl ester

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