(4,6-dimethylpyrimidin-5-yl)(hexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl)methanone benzylmalonic acid salt

Base Information

• Chemical Name: (4,6-dimethylpyrimidin-5-yl)(hexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl)methanone benzylmalonic acid salt
• CAS No.: 1220514-61-3
• Molecular Formula: C₁₀H₁₀O₄*C₁₃H₁₈N₄O
• Molecular Weight: 440.499
• Mol file: 1220514-61-3.mol

Synonyms:(4,6-dimethylpyrimidin-5-yl)(hexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl)methanone benzylmalonic acid salt

Chemical Property of (4,6-dimethylpyrimidin-5-yl)(hexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl)methanone benzylmalonic acid salt

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4,6-dimethylpyrimidin-5-yl)(hexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl)methanone benzylmalonic acid salt

There total 6 articles about (4,6-dimethylpyrimidin-5-yl)(hexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl)methanone benzylmalonic acid salt 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%

(5-benzylhexahydropyrrolo[3,4-c]pyrrol-2-yl)-(4,6-dimethylpyrimidin-5-yl)methanone (872001-73-5) + 2-benzylmalonic acid (616-75-1) → (4,6-dimethylpyrimidin-5-yl)(hexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl)methanone benzylmalonic acid salt (1220514-61-3)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methabol; at 60 ℃; under 5931.67 Torr;

DOI:10.1021/op100020z

Reference yield:

C13H14N2O2 → (4,6-dimethylpyrimidin-5-yl)(hexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl)methanone benzylmalonic acid salt (1220514-61-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 50 °C / Reflux; Large scale reaction

2.1: potassium phosphate; dipotassium hydrogenphosphate / water; acetonitrile / 2 h / 0 °C / Large scale reaction

2.2: 10 °C / Large scale reaction

3.1: palladium 10% on activated carbon; hydrogen / methabol / 60 °C / 5931.67 Torr

With potassium phosphate; dipotassium hydrogenphosphate; palladium 10% on activated carbon; hydrogen; sodium bis(2-methoxyethoxy)aluminium dihydride; In methabol; water; toluene; acetonitrile;

DOI:10.1021/op100020z

Reference yield:

cis-3-benzyl-3,7-diazabicyclo[3.3.0]octane (172739-04-7) → (4,6-dimethylpyrimidin-5-yl)(hexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl)methanone benzylmalonic acid salt (1220514-61-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium phosphate; dipotassium hydrogenphosphate / water; acetonitrile / 2 h / 0 °C / Large scale reaction

1.2: 10 °C / Large scale reaction

2.1: palladium 10% on activated carbon; hydrogen / methabol / 60 °C / 5931.67 Torr

With potassium phosphate; dipotassium hydrogenphosphate; palladium 10% on activated carbon; hydrogen; In methabol; water; acetonitrile;

DOI:10.1021/op100020z

upstream raw materials:

cis-3-benzyl-3,7-diazabicyclo[3.3.0]octane

2,5-dibenzyltetrahydropyrrolo[3,4-c]pyrrole-1,3-dione

4,6-dimethylpyrimidine-5-carboxylic acid chloride

(5-benzylhexahydropyrrolo[3,4-c]pyrrol-2-yl)-(4,6-dimethylpyrimidin-5-yl)methanone

Downstream raw materials:

[(S)-3-[5-(4,6-Dimethylpyrimidine-5-carbonyl)hexahydropyrrolo[3,4-c]pyrrol-2-yl]-1-(3-fluorophenyl)propyl]carbamic acid tert-butyl ester

{5-[(S)-3-Amino-3-(3-fluorophenyl)-propyl]hexahydropyrrolo[3,4-c]pyrrol-2-yl}-(4,6-dimethylpyrimidin-5-yl)methanone

{5-[(S)-3-Amino-3-(3-fluorophenyl)-propyl]hexahydropyrrolo[3,4-c]pyrrol-2-yl}-(4,6-dimethylpyrimidin-5-yl)methanone tartaric acid salt

C₂₇H₃₄FN₅O₃

Refernces