1-((3aS,4R,6aR)-6-Benzyloxymethyl-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-dihydro-pyrimidine-2,4-dione

Base Information

• Chemical Name: 1-((3aS,4R,6aR)-6-Benzyloxymethyl-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-dihydro-pyrimidine-2,4-dione
• CAS No.: 92642-65-4
• Molecular Formula: C₂₀H₂₄N₂O₅
• Molecular Weight: 372.421
• Mol file: 92642-65-4.mol

Synonyms:1-((3aS,4R,6aR)-6-Benzyloxymethyl-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-dihydro-pyrimidine-2,4-dione

Chemical Property of 1-((3aS,4R,6aR)-6-Benzyloxymethyl-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-dihydro-pyrimidine-2,4-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-((3aS,4R,6aR)-6-Benzyloxymethyl-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-dihydro-pyrimidine-2,4-dione

There total 2 articles about 1-((3aS,4R,6aR)-6-Benzyloxymethyl-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-dihydro-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: 83.0%

1-((3aS,4R,6aR)-6-Benzyloxymethyl-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-2,4-dioxo-hexahydro-pyrimidine-5-carboxylic acid ethyl ester (92642-64-3) → 1-((3aS,4R,6aR)-6-Benzyloxymethyl-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-dihydro-pyrimidine-2,4-dione (92642-65-4)

Guidance literature:

With sodium chloride; In dimethyl sulfoxide; for 1h; Heating;

DOI:10.1021/jm00378a002

Reference yield:

(1R,4R,5S)-(-)-1-<3-<(benzyloxy)methyl>-4,5-(isopropylidenedioxy)-2-cyclopentenyl>-5-(ethoxycarbonyl)uracil (92642-68-7) → 1-((3aS,4R,6aR)-6-Benzyloxymethyl-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-dihydro-pyrimidine-2,4-dione (92642-65-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / NaBH₄ / ethanol / 0.17 h / -10 °C

2: 83 percent / aq. NaCl / dimethylsulfoxide / 1 h / Heating

With sodium tetrahydroborate; sodium chloride; In ethanol; dimethyl sulfoxide;

DOI:10.1021/jm00378a002

Reference yield:

1-((3aS,4R,6aR)-6-Benzyloxymethyl-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-dihydro-pyrimidine-2,4-dione (92642-65-4) → (1R,4R,5S)-(-)-1-<3-<(benzyloxy)methyl>-4,5-(isopropylidenedioxy)-2-cyclopentenyl>uracil (92642-69-8)

Guidance literature:

With N,O-Bis(trimethylsilyl)trifluoroacetamide; In acetonitrile; at 80 ℃; for 24h; Yield given;

DOI:10.1021/jm00378a002

upstream raw materials:

1-((3aS,4R,6aR)-6-Benzyloxymethyl-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-2,4-dioxo-hexahydro-pyrimidine-5-carboxylic acid ethyl ester

(1R,4R,5S)-(-)-1-<3-<(benzyloxy)methyl>-4,5-(isopropylidenedioxy)-2-cyclopentenyl>-5-(ethoxycarbonyl)uracil

Downstream raw materials:

(1R,4R,5S)-(-)-1-<3-<(benzyloxy)methyl>-4,5-(isopropylidenedioxy)-2-cyclopentenyl>uracil

(1R,4R,5S)-(-)-1-<3-<(benzyloxy)methyl>-4,5-(isopropylidenedioxy)-2-cyclopentenyl>-4-thioxouracil

1-((3aS,4R,6aR)-6-Benzyloxymethyl-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-4-methylsulfanyl-1H-pyrimidin-2-one