6-(1R,2R,4S)-Bicyclo[2.2.1]hept-2-yl-2-phenyl-6,7-dihydro-4H-pyrazolo[1,5-a]pyrrolo[3,4-d]pyrimidine-5,8-dione

Base Information

• Chemical Name: 6-(1R,2R,4S)-Bicyclo[2.2.1]hept-2-yl-2-phenyl-6,7-dihydro-4H-pyrazolo[1,5-a]pyrrolo[3,4-d]pyrimidine-5,8-dione
• CAS No.: 133549-68-5
• Molecular Formula: C₂₁H₂₀N₄O₂
• Molecular Weight: 360.415

Synonyms:6-(1R,2R,4S)-Bicyclo[2.2.1]hept-2-yl-2-phenyl-6,7-dihydro-4H-pyrazolo[1,5-a]pyrrolo[3,4-d]pyrimidine-5,8-dione

Chemical Property of 6-(1R,2R,4S)-Bicyclo[2.2.1]hept-2-yl-2-phenyl-6,7-dihydro-4H-pyrazolo[1,5-a]pyrrolo[3,4-d]pyrimidine-5,8-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of 6-(1R,2R,4S)-Bicyclo[2.2.1]hept-2-yl-2-phenyl-6,7-dihydro-4H-pyrazolo[1,5-a]pyrrolo[3,4-d]pyrimidine-5,8-dione

There total 2 articles about 6-(1R,2R,4S)-Bicyclo[2.2.1]hept-2-yl-2-phenyl-6,7-dihydro-4H-pyrazolo[1,5-a]pyrrolo[3,4-d]pyrimidine-5,8-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: 73.0%

1-(1R,2R,4S)-Bicyclo[2.2.1]hept-2-yl-4-hydroxy-5-oxo-2,5-dihydro-1H-pyrrole-3-carboxylic acid ethyl ester (133549-47-0) + 3-phenylpyrazol-5-amine (827-41-8) → 6-(1R,2R,4S)-Bicyclo[2.2.1]hept-2-yl-2-phenyl-6,7-dihydro-4H-pyrazolo[1,5-a]pyrrolo[3,4-d]pyrimidine-5,8-dione (133549-68-5)

Guidance literature:

With acetic acid; Heating;

DOI:10.1021/jm00109a028

Reference yield:

exo-2-aminonorbornane (7242-92-4) → 6-(1R,2R,4S)-Bicyclo[2.2.1]hept-2-yl-2-phenyl-6,7-dihydro-4H-pyrazolo[1,5-a]pyrrolo[3,4-d]pyrimidine-5,8-dione (133549-68-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.) NaOC₂H₅ / 1.) C₂H₅OH, RT, 24 h, 2.) C₂H₅OH, reflux, 1 h

2: 73 percent / glacial acetic acid / Heating

With sodium ethanolate; acetic acid;

DOI:10.1021/jm00109a028

Reference yield: 87.0%

6-(1R,2R,4S)-Bicyclo[2.2.1]hept-2-yl-2-phenyl-6,7-dihydro-4H-pyrazolo[1,5-a]pyrrolo[3,4-d]pyrimidine-5,8-dione (133549-68-5) + 1-chloroacetophenone (532-27-4,108321-66-0,164322-25-2) → 6-(1R,2R,4S)-Bicyclo[2.2.1]hept-2-yl-4-(2-oxo-2-phenyl-ethyl)-2-phenyl-6,7-dihydro-4H-pyrazolo[1,5-a]pyrrolo[3,4-d]pyrimidine-5,8-dione (133549-97-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 30 - 35 ℃; for 24h;

DOI:10.1021/jm00109a028

upstream raw materials:

1-(1R,2R,4S)-Bicyclo[2.2.1]hept-2-yl-4-hydroxy-5-oxo-2,5-dihydro-1H-pyrrole-3-carboxylic acid ethyl ester

3-phenylpyrazol-5-amine

exo-2-aminonorbornane

Downstream raw materials:

6-(1R,2R,4S)-Bicyclo[2.2.1]hept-2-yl-4-(2-oxo-2-phenyl-ethyl)-2-phenyl-6,7-dihydro-4H-pyrazolo[1,5-a]pyrrolo[3,4-d]pyrimidine-5,8-dione

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