1-((2R,3R)-2,3-Bis-benzyloxymethyl-cyclopropyl)-5-methyl-1H-pyrimidine-2,4-dione

Base Information

• Chemical Name: 1-((2R,3R)-2,3-Bis-benzyloxymethyl-cyclopropyl)-5-methyl-1H-pyrimidine-2,4-dione
• CAS No.: 132398-82-4
• Molecular Formula: C₂₄H₂₆N₂O₄
• Molecular Weight: 406.481
• Mol file: 132398-82-4.mol

Synonyms:

Chemical Property of 1-((2R,3R)-2,3-Bis-benzyloxymethyl-cyclopropyl)-5-methyl-1H-pyrimidine-2,4-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-((2R,3R)-2,3-Bis-benzyloxymethyl-cyclopropyl)-5-methyl-1H-pyrimidine-2,4-dione

There total 6 articles about 1-((2R,3R)-2,3-Bis-benzyloxymethyl-cyclopropyl)-5-methyl-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:

(E)-1,4-bis(benzyloxy)-2-butene (68972-93-0) → 1-((2R,3R)-2,3-Bis-benzyloxymethyl-cyclopropyl)-5-methyl-1H-pyrimidine-2,4-dione (132398-82-4,142562-27-4)

Guidance literature:

Multi-step reaction with 7 steps

1: 34 percent / Cu / 110 °C

2: 1N NaOH / ethanol / Heating

3: 1) ClCO₂Et, NEt₃, 2) NaN₃ / 1) acetone, H₂O, 0 deg C, 2) H₂O, 0 deg C to RT

4: toluene / 90 °C

5: 89 percent / NH₃ / toluene / Ambient temperature

6: 80 percent / pyridine / CH₂Cl₂ / 12 h / 0 deg C to RT

7: 65 percent / 25percent NH₄OH / methanol / 85 °C

With pyridine; ammonium hydroxide; sodium hydroxide; sodium azide; ammonia; chloroformic acid ethyl ester; copper; triethylamine; In methanol; ethanol; dichloromethane; toluene;

DOI:10.1248/cpb.38.3184

Reference yield:

(2S,3S)-2,3-Bis-benzyloxymethyl-cyclopropanecarboxylic acid (132398-72-2,142562-34-3) → 1-((2R,3R)-2,3-Bis-benzyloxymethyl-cyclopropyl)-5-methyl-1H-pyrimidine-2,4-dione (132398-82-4,142562-27-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 1) ClCO₂Et, NEt₃, 2) NaN₃ / 1) acetone, H₂O, 0 deg C, 2) H₂O, 0 deg C to RT

2: toluene / 90 °C

3: 89 percent / NH₃ / toluene / Ambient temperature

4: 80 percent / pyridine / CH₂Cl₂ / 12 h / 0 deg C to RT

5: 65 percent / 25percent NH₄OH / methanol / 85 °C

With pyridine; ammonium hydroxide; sodium azide; ammonia; chloroformic acid ethyl ester; triethylamine; In methanol; dichloromethane; toluene;

DOI:10.1248/cpb.38.3184

Reference yield:

C20H21NO3 (132398-74-4,142562-36-5) → 1-((2R,3R)-2,3-Bis-benzyloxymethyl-cyclopropyl)-5-methyl-1H-pyrimidine-2,4-dione (132398-82-4,142562-27-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / NH₃ / toluene / Ambient temperature

2: 80 percent / pyridine / CH₂Cl₂ / 12 h / 0 deg C to RT

3: 65 percent / 25percent NH₄OH / methanol / 85 °C

With pyridine; ammonium hydroxide; ammonia; In methanol; dichloromethane; toluene;

DOI:10.1248/cpb.38.3184

upstream raw materials:

(E)-1,4-bis(benzyloxy)-2-butene

C₂₀H₂₁NO₃

(2S,3S)-2,3-Bis-benzyloxymethyl-cyclopropanecarboxylic acid

(2R,3R)-2,3-Bis-benzyloxymethyl-cyclopropanecarboxylic acid ethyl ester

Downstream raw materials:

1-(t-2,c-3-dihydroxymethyl-r-1-cyclopropyl)thymine