(2R,3R,3aS,6R,6aR)-1-(3-acetoxy-6-benzyloxy-hexahydrofuro[3,2-b]furan-2-yl)-1H-pyrimidine-2,4-dione

Base Information

• Chemical Name: (2R,3R,3aS,6R,6aR)-1-(3-acetoxy-6-benzyloxy-hexahydrofuro[3,2-b]furan-2-yl)-1H-pyrimidine-2,4-dione
• CAS No.: 1000407-11-3
• Molecular Formula: C₁₉H₂₀N₂O₇
• Molecular Weight: 388.377

Synonyms:(2R,3R,3aS,6R,6aR)-1-(3-acetoxy-6-benzyloxy-hexahydrofuro[3,2-b]furan-2-yl)-1H-pyrimidine-2,4-dione

Chemical Property of (2R,3R,3aS,6R,6aR)-1-(3-acetoxy-6-benzyloxy-hexahydrofuro[3,2-b]furan-2-yl)-1H-pyrimidine-2,4-dione

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Technology Process of (2R,3R,3aS,6R,6aR)-1-(3-acetoxy-6-benzyloxy-hexahydrofuro[3,2-b]furan-2-yl)-1H-pyrimidine-2,4-dione

There total 1 articles about (2R,3R,3aS,6R,6aR)-1-(3-acetoxy-6-benzyloxy-hexahydrofuro[3,2-b]furan-2-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:

chloro-trimethyl-silane (75-77-4) + uracil (66-22-8,144104-68-7,18324-22-6,27072-01-1,2920-92-5,51953-19-6) + 1,2-di-O-acetyl-3,6-anhydro-5-O-benzyl-α,β-D-glucofuranose (259746-16-2) → (2R,3R,3aS,6R,6aR)-1-(3-acetoxy-6-benzyloxy-hexahydrofuro[3,2-b]furan-2-yl)-1H-pyrimidine-2,4-dione (1000407-11-3)

Guidance literature:

chloro-trimethyl-silane; uracil; at 135 - 140 ℃; for 12h;

1,2-di-O-acetyl-3,6-anhydro-5-O-benzyl-α,β-D-glucofuranose; With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at 20 ℃; for 12h; Further stages.;

DOI:10.1016/j.carres.2007.08.013

Reference yield: 98.0%

(2R,3R,3aS,6R,6aR)-1-(3-acetoxy-6-benzyloxy-hexahydrofuro[3,2-b]furan-2-yl)-1H-pyrimidine-2,4-dione (1000407-11-3) → (2R,3R,3aR,6R,6aR)-1-(6-benzyloxy-3-hydroxy-hexahydrofuro[3,2-b]furan-2-yl)-1H-pyrimidine-2,4-dione (1000407-12-4)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 0.5h;

DOI:10.1016/j.carres.2007.08.013

upstream raw materials:

chloro-trimethyl-silane

uracil

1,2-di-O-acetyl-3,6-anhydro-5-O-benzyl-α,β-D-glucofuranose

Downstream raw materials:

(2R,3R,3aR,6R,6aR)-1-(6-benzyloxy-3-hydroxy-hexahydrofuro[3,2-b]furan-2-yl)-1H-pyrimidine-2,4-dione

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