1-((3aR,4R,6R,6aR)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-5-phenyl-1H-pyrimidine-2,4-dione

Base Information

• Chemical Name: 1-((3aR,4R,6R,6aR)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-5-phenyl-1H-pyrimidine-2,4-dione
• CAS No.: 75759-65-8
• Molecular Formula: C₁₈H₂₀N₂O₆
• Molecular Weight: 360.367

Synonyms:1-((3aR,4R,6R,6aR)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-5-phenyl-1H-pyrimidine-2,4-dione

Chemical Property of 1-((3aR,4R,6R,6aR)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-5-phenyl-1H-pyrimidine-2,4-dione

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Technology Process of 1-((3aR,4R,6R,6aR)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-5-phenyl-1H-pyrimidine-2,4-dione

There total 2 articles about 1-((3aR,4R,6R,6aR)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-5-phenyl-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: 59.0%

5-iodo-2',3'-O isopropylidene-uridine (19556-58-2) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 1-((3aR,4R,6R,6aR)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-5-phenyl-1H-pyrimidine-2,4-dione (75759-65-8)

Guidance literature:

In acetonitrile; for 11h; Irradiation;

DOI:10.1016/S0040-4039(00)78614-X

Reference yield: 56.0%

5-iodo-2',3'-O isopropylidene-uridine (19556-58-2) + phenylboronic acid (98-80-6) → 1-((3aR,4R,6R,6aR)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-5-phenyl-1H-pyrimidine-2,4-dione (75759-65-8)

Guidance literature:

With trisodium tris(3-sulfophenyl)phosphine; palladium diacetate; sodium carbonate; In water; acetonitrile; for 3h; Inert atmosphere; Reflux;

DOI:10.1016/j.bmc.2015.07.004

Reference yield: 41.0%

1-((3aR,4R,6R,6aR)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-5-phenyl-1H-pyrimidine-2,4-dione (75759-65-8) → 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-phenylpyrimidine-2,4(1H,3H)-dione (75759-66-9)

Guidance literature:

With formic acid;

DOI:10.1016/S0040-4039(00)78614-X

upstream raw materials:

5-iodo-2',3'-O isopropylidene-uridine

benzene

phenylboronic acid

Downstream raw materials:

1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-phenylpyrimidine-2,4(1H,3H)-dione

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