1-(hexahydro-2-phenylpyrano[3,2-d][1,3]dioxin-7-yl)-5-iodopyrimidine-2,4-(1H,3H)-dione

Base Information

• Chemical Name: 1-(hexahydro-2-phenylpyrano[3,2-d][1,3]dioxin-7-yl)-5-iodopyrimidine-2,4-(1H,3H)-dione
• CAS No.: 149312-08-3
• Molecular Formula: C₁₇H₁₇IN₂O₅
• Molecular Weight: 456.237

Synonyms:1-(hexahydro-2-phenylpyrano[3,2-d][1,3]dioxin-7-yl)-5-iodopyrimidine-2,4-(1H,3H)-dione

Chemical Property of 1-(hexahydro-2-phenylpyrano[3,2-d][1,3]dioxin-7-yl)-5-iodopyrimidine-2,4-(1H,3H)-dione

Chemical Property:

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Technology Process of 1-(hexahydro-2-phenylpyrano[3,2-d][1,3]dioxin-7-yl)-5-iodopyrimidine-2,4-(1H,3H)-dione

There total 4 articles about 1-(hexahydro-2-phenylpyrano[3,2-d][1,3]dioxin-7-yl)-5-iodopyrimidine-2,4-(1H,3H)-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: 65.0%

1',5'-anhydro-4,6-O-benzylidene-3-deoxy-D-glucitol (149312-20-9) + 5-iodo-3-benzoyl-1,3-dihydropyrimidine-2,4-dione (161263-60-1) → 1-(hexahydro-2-phenylpyrano[3,2-d][1,3]dioxin-7-yl)-5-iodopyrimidine-2,4-(1H,3H)-dione (149312-08-3)

Guidance literature:

1',5'-anhydro-4,6-O-benzylidene-3-deoxy-D-glucitol; 5-iodo-3-benzoyl-1,3-dihydropyrimidine-2,4-dione; With triphenylphosphine; diethylazodicarboxylate; In 1,4-dioxane; at 20 ℃; for 18h;

With ammonia; In methanol; at 20 ℃; for 1.5h;

DOI:10.1093/nar/gkz008

Reference yield: 38.0%

1,5-anhydro-4,6-O-benzylidene-3-deoxy-2-O-[(4-methylphenyl)sulfonyl]-D-ribo-hexitol (149312-18-5) + 5-iodo-uracil sodium salt → 1-(hexahydro-2-phenylpyrano[3,2-d][1,3]dioxin-7-yl)-5-iodopyrimidine-2,4-(1H,3H)-dione (149312-08-3)

Guidance literature:

In N,N-dimethyl-formamide; at 100 ℃; for 20h; Inert atmosphere;

DOI:10.1002/jlcr.1819

Reference yield:

3-Benzoyl-5-iodo-1-((2R,4aR,7S,8aS)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-1H-pyrimidine-2,4-dione → 1-(hexahydro-2-phenylpyrano[3,2-d][1,3]dioxin-7-yl)-5-iodopyrimidine-2,4-(1H,3H)-dione (149312-08-3)

Guidance literature:

With ammonia; In methanol; Ambient temperature;

DOI:10.1021/jm980287z

upstream raw materials:

1',5'-anhydro-4,6-O-benzylidene-3-deoxy-D-glucitol

1,5-anhydro-4,6-O-benzylidene-3-deoxy-2-O-[(4-methylphenyl)sulfonyl]-D-ribo-hexitol

5-iodo-3-benzoyl-1,3-dihydropyrimidine-2,4-dione

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