1-((3aR,4R,6S,6aS)-2,2-Dimethyl-6-phenylselanylmethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-1H-pyrimidine-2,4-dione

Base Information

• Chemical Name: 1-((3aR,4R,6S,6aS)-2,2-Dimethyl-6-phenylselanylmethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-1H-pyrimidine-2,4-dione
• CAS No.: 181047-06-3
• Molecular Formula: C₁₈H₂₀N₂O₅Se
• Molecular Weight: 423.327

Synonyms:1-((3aR,4R,6S,6aS)-2,2-Dimethyl-6-phenylselanylmethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-1H-pyrimidine-2,4-dione

Chemical Property of 1-((3aR,4R,6S,6aS)-2,2-Dimethyl-6-phenylselanylmethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-1H-pyrimidine-2,4-dione

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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Technology Process of 1-((3aR,4R,6S,6aS)-2,2-Dimethyl-6-phenylselanylmethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-1H-pyrimidine-2,4-dione

There total 1 articles about 1-((3aR,4R,6S,6aS)-2,2-Dimethyl-6-phenylselanylmethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-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:

diphenyl diselenide (1666-13-3) + 2',3'-O-isopropylidene-5'-O-tosyluridine (7354-93-0) → 1-((3aR,4R,6S,6aS)-2,2-Dimethyl-6-phenylselanylmethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-1H-pyrimidine-2,4-dione (181047-06-3)

Guidance literature:

With lithium aluminium tetrahydride; Yield given. Multistep reaction; 1.) dioxane, 2.) dioxane, RT;

DOI:10.1016/0040-4020(96)00483-8

Reference yield: 75.0%

1-((3aR,4R,6S,6aS)-2,2-Dimethyl-6-phenylselanylmethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-1H-pyrimidine-2,4-dione (181047-06-3) → C18H20N2O6Se (181047-30-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 0.5h; Ambient temperature;

DOI:10.1016/0040-4020(96)00483-8

Reference yield:

1-((3aR,4R,6S,6aS)-2,2-Dimethyl-6-phenylselanylmethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-1H-pyrimidine-2,4-dione (181047-06-3) → 5'-O-acetyl-2',3'-O-isopropylidene-5'-phenylselenouridine

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / m-CPBA / CH₂Cl₂ / 0.5 h / Ambient temperature

2: CH₂Cl₂ / Ambient temperature

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1016/0040-4020(96)00483-8

upstream raw materials:

diphenyl diselenide

2',3'-O-isopropylidene-5'-O-tosyluridine

Downstream raw materials:

C₁₈H₂₀N₂O₆Se

2',3',5'-tri-O-acetyl-5'-phenylselenouridine

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