Pyrrolo[3,4-c]pyrazole-2,5(4H,6H)-dicarboxylic acid ,3-amino-6,6-dimethyl-,5-(1,1-dimethylethyl)2-ethyl ester

Base Information

• Chemical Name: Pyrrolo[3,4-c]pyrazole-2,5(4H,6H)-dicarboxylic acid ,3-amino-6,6-dimethyl-,5-(1,1-dimethylethyl)2-ethyl ester
• CAS No.: 718632-46-3
• Molecular Formula: C15H24N4O4
• Molecular Weight: 324.38
• Hs Code.: 2933990090
• Mol file: 718632-46-3.mol

Synonyms:3-amino-6,6-dimethyl-4H,6H-pyrrolo[3,4-c]pyrazole-2,5-dicarboxylic acid 5-tert-butyl ester 2-ethyl ester;5-tert-Butyl 2-ethyl 3-amino-6,6-dimethylpyrrolo[3,4-c]pyrazole-2,5(4H,6H)-dicarboxylate;

Chemical Property of Pyrrolo[3,4-c]pyrazole-2,5(4H,6H)-dicarboxylic acid ,3-amino-6,6-dimethyl-,5-(1,1-dimethylethyl)2-ethyl ester

Chemical Property:

• Boiling Point: 451.2±55.0 °C(Predicted)
• PKA: 1.48±0.40(Predicted)
• PSA: 99.68000
• Density: 1.28±0.1 g/cm3(Predicted)
• LogP: 2.97480
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-tert-Butyl2-ethyl3-amino-6,6-dimethylpyrrolo-[3,4-c]pyrazole-2,5(4H,6H)-dicarboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Pyrrolo[3,4-c]pyrazole-2,5(4H,6H)-dicarboxylic acid ,3-amino-6,6-dimethyl-,5-(1,1-dimethylethyl)2-ethyl ester

There total 7 articles about Pyrrolo[3,4-c]pyrazole-2,5(4H,6H)-dicarboxylic acid ,3-amino-6,6-dimethyl-,5-(1,1-dimethylethyl)2-ethyl ester 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: 48.0%

tert-butyl 3-amino-6,6-dimethyl-4,6-dihydropyrrolo[3,4-c]-pyrazole-5(2H)-carboxylate + chloroformic acid ethyl ester (541-41-3) → 5-(tert-butyl) 1-ethyl 3-amino-6,6-dimethyl-4,6-dihydropyrrolo[3,4-c]pyrazole-1,5-dicarboxylate (718632-47-4) + 5-(tert-butyl) 2-ethyl 3-amino-6,6-dimethylpyrrolo[3,4-c]pyrazole-2,5(4H,6H)-dicarboxylate (718632-46-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 0 - 20 ℃; for 4.5h;

DOI:10.1021/jm300204j

Reference yield: 42.0%

tert-butyl 3-amino-6,6-dimethyl-4,6-dihydropyrrolo[3,4-c]pyrazole-5(1H)-carboxylate (398491-61-7,718632-44-1) + chloroformic acid ethyl ester (541-41-3) → 5-(tert-butyl) 2-ethyl 3-amino-6,6-dimethylpyrrolo[3,4-c]pyrazole-2,5(4H,6H)-dicarboxylate (718632-46-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at -40 ℃; for 2h;

DOI:10.1016/j.ejmech.2021.113627

Reference yield:

2-[(tert-butoxycarbonyl)(2-cyanoethyl)amino]-2-methylpropanoic acid (718632-38-3) → 5-(tert-butyl) 2-ethyl 3-amino-6,6-dimethylpyrrolo[3,4-c]pyrazole-2,5(4H,6H)-dicarboxylate (718632-46-3)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium hydrogencarbonate / N,N-dimethyl-formamide / 20 - 40 °C

2: potassium tert-butylate / toluene / 0 - 5 °C

3: hydrazine hydrate; acetic acid / ethanol / 12 h / Reflux

4: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 4.5 h / 0 - 20 °C

With potassium tert-butylate; potassium hydrogencarbonate; hydrazine hydrate; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm300204j

upstream raw materials:

chloroformic acid ethyl ester

2-[(tert-butoxycarbonyl)(2-cyanoethyl)amino]-2-methylpropanoic acid

methyl 2-[(tert-butoxycarbonyl)(2-cyanoethyl)amino]-2-methylpropanoate

tert-butyl 4-cyano-3-hydroxy-2,2-dimethyl-2,5-dihydro-1Hpyrrole-1-carboxylate

Downstream raw materials:

6,6-dimethyl-3-[4-(4-methyl-piperazin-1-yl)-2-nitro-benzoylamino]-4H,6H-pyrrolo[3,4-c]pyrazole-2,5-dicarboxylic acid 5-tert-butyl ester 2-ethyl ester