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

Base Information

• Chemical Name: (1R,4R,5S)-(-)-1-<3-<(benzyloxy)methyl>-4,5-(isopropylidenedioxy)-2-cyclopentenyl>uracil
• CAS No.: 92642-69-8
• Molecular Formula: C₂₀H₂₂N₂O₅
• Molecular Weight: 370.405
• Mol file: 92642-69-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 9 articles about (1R,4R,5S)-(-)-1-<3-<(benzyloxy)methyl>-4,5-(isopropylidenedioxy)-2-cyclopentenyl>uracil 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: 71.0%

(1R,4R,5S)-(-)-1-<3-<(benzyloxy)methyl>-4,5-(isopropylidenedioxy)-2-cyclopentenyl>-5-uracilcarboxylic acid (115983-80-7) → (1R,4R,5S)-(-)-1-<3-<(benzyloxy)methyl>-4,5-(isopropylidenedioxy)-2-cyclopentenyl>uracil (92642-69-8)

Guidance literature:

With copper(I) oxide; 1,10-Phenanthroline; In quinoline; at 170 ℃; for 0.25h;

DOI:10.1021/jm00117a004

Reference yield: 62.0%

(-)-N-<<<(1R,4R,5S)-3-<(benzyloxy)methyl>-4,5-(isopropylidenedioxy)-2-cyclopentenyl>amino>carbonyl>-3-ethoxy-2-propenamide (115983-79-4) → (1R,4R,5S)-(-)-1-<3-<(benzyloxy)methyl>-4,5-(isopropylidenedioxy)-2-cyclopentenyl>uracil (92642-69-8)

Guidance literature:

With ammonium hydroxide; In N,N-dimethyl-formamide; for 4h; Ambient temperature;

DOI:10.1021/jm00117a004

Reference yield: 26.0%

(1S,4R,5S)-(-)-3-<(benzyloxy)methyl>-4,5-O-isopropylidene-2-cyclopenten-1-ol p-toluenesulfonate (100806-47-1) + uracil (66-22-8,144104-68-7,18324-22-6,27072-01-1,2920-92-5,51953-19-6) → (1R,4R,5S)-(-)-1-<3-<(benzyloxy)methyl>-4,5-(isopropylidenedioxy)-2-cyclopentenyl>uracil (92642-69-8)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; for 24h; Ambient temperature;

DOI:10.1016/S0040-4039(00)89219-9

upstream raw materials:

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

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

(1S,4R,5S)-(-)-3-<(benzyloxy)methyl>-4,5-O-isopropylidene-2-cyclopenten-1-ol p-toluenesulfonate

uracil

Downstream raw materials:

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

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

cyclopentenyl cytosine

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