1-((2R,3R,4R,5R)-3,4-Bis-benzoyloxy-5-benzoyloxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid

Base Information

• Chemical Name: 1-((2R,3R,4R,5R)-3,4-Bis-benzoyloxy-5-benzoyloxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid
• CAS No.: 189069-47-4
• Molecular Formula: C₃₁H₂₄N₂O₁₁
• Molecular Weight: 600.538
• Mol file: 189069-47-4.mol

Synonyms:

Chemical Property of 1-((2R,3R,4R,5R)-3,4-Bis-benzoyloxy-5-benzoyloxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-((2R,3R,4R,5R)-3,4-Bis-benzoyloxy-5-benzoyloxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid

There total 2 articles about 1-((2R,3R,4R,5R)-3,4-Bis-benzoyloxy-5-benzoyloxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid 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:

2,4-dihydroxypyrimidine-5-carboxylic acid (23945-44-0,76821-79-9) → 1-((2R,3R,4R,5R)-3,4-Bis-benzoyloxy-5-benzoyloxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid (189069-47-4)

Guidance literature:

Multi-step reaction with 2 steps

1: xylene / 2 h / Heating

2: 2.63 g / TMSOTf / 1,2-dichloro-ethane / 2 h / Ambient temperature

With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; xylene;

DOI:10.1080/07328319708002527

Reference yield:

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (6974-32-9) + 2,4-Dioxo-1-trimethylsilanyl-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid → 1-((2R,3R,4R,5R)-3,4-Bis-benzoyloxy-5-benzoyloxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid (189069-47-4)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; for 2h; Ambient temperature;

DOI:10.1080/07328319708002527

Reference yield: 71.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + 1-((2R,3R,4R,5R)-3,4-Bis-benzoyloxy-5-benzoyloxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid (189069-47-4) → 1-((2R,3R,4R,5R)-3,4-Bis-benzoyloxy-5-benzoyloxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid 2,5-dioxo-pyrrolidin-1-yl ester (189069-48-5)

Guidance literature:

With dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; for 72h; Ambient temperature;

DOI:10.1080/07328319708002527

upstream raw materials:

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

2,4-dihydroxypyrimidine-5-carboxylic acid

Downstream raw materials:

1-((2R,3R,4R,5R)-3,4-Bis-benzoyloxy-5-benzoyloxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid 2,5-dioxo-pyrrolidin-1-yl ester

2',3',5'-tri-O-benzoyl-5-[(N-hydroxy)carboxamido]uridine