Ethyl 4,6-dioxo-5-phenyl-1,3a,4,5,6,6a-hexahydropyrrolo[3,4-c]pyrazole-3-carboxylate

Base Information

• Chemical Name: Ethyl 4,6-dioxo-5-phenyl-1,3a,4,5,6,6a-hexahydropyrrolo[3,4-c]pyrazole-3-carboxylate
• CAS No.: 2997-63-9
• Molecular Formula: C14H13 N3 O4
• Molecular Weight: 287.2707
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID50376949
• Nikkaji Number: J1.628.582J
• Mol file: 2997-63-9.mol

Synonyms:2997-63-9;ethyl 4,6-dioxo-5-phenyl-1,3a,4,5,6,6a-hexahydropyrrolo[3,4-c]pyrazole-3-carboxylate;ethyl 4,6-dioxo-5-phenyl-3a,6a-dihydro-1H-pyrrolo[3,4-c]pyrazole-3-carboxylate;ChemDiv1_022229;HMS650C09;DTXSID50376949;MFCD00687177;STK825633;AKOS000478143;AKOS016339946;CCG-107246;CS-0328059;FT-0634591;12L-936;A876337;J-520955;1-(Di(aziridin-1-yl)phosphoryl)-3-(4-nitrophenyl)urea;Ethyl 4,6-dioxo-5-phenyl-1,3a,4,5,6,6a-hexahydropyrrolo[3,4-c] pyrazole-3-carboxylate;ethyl 4,6-dioxo-5-phenyl-1H,3aH,4H,5H,6H,6aH-pyrrolo[3,4-c]pyrazole-3-carboxylate;4,6-Dioxo-5-phenyl-1,3a,4,5,6,6a-hexahydropyrrolo[3,4-c]pyrazole-3-carboxylic acid ethyl ester

Chemical Property of Ethyl 4,6-dioxo-5-phenyl-1,3a,4,5,6,6a-hexahydropyrrolo[3,4-c]pyrazole-3-carboxylate

Chemical Property:

• Vapor Pressure: 1.9E-11mmHg at 25°C
• Melting Point: 205-207oC
• Boiling Point: 533.2°Cat760mmHg
• PKA: -0.75±0.20(Predicted)
• Flash Point: 276.3°C
• PSA: 88.07000
• Density: 1.51g/cm³
• LogP: -0.10370
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 287.09060590
• Heavy Atom Count: 21
• Complexity: 510

Purity/Quality:

97% ^*data from raw suppliers

Ethyl 4,6-dioxo-5-phenyl-1,3a,4,5,6,6a-hexahydropyrrolo[3,4-c]pyrazole-3-carboxylate >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=NNC2C1C(=O)N(C2=O)C3=CC=CC=C3

Technology Process of Ethyl 4,6-dioxo-5-phenyl-1,3a,4,5,6,6a-hexahydropyrrolo[3,4-c]pyrazole-3-carboxylate

There total 2 articles about Ethyl 4,6-dioxo-5-phenyl-1,3a,4,5,6,6a-hexahydropyrrolo[3,4-c]pyrazole-3-carboxylate 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:

diazoacetic acid ethyl ester (623-73-4) + N-phenyl-maleimide (941-69-5) → 4,6-dioxo-5-phenyl-(3ar,6ac)-1,3a,4,5,6,6a-hexahydro-pyrrolo[3,4-c]pyrazole-3-carboxylic acid ethyl ester (2997-63-9)

Guidance literature:

With diethyl ether; at 0 ℃;

DOI:10.1021/ja01582a041

Reference yield:

→ 4,6-dioxo-5-phenyl-1,3a,4,5,6,6a-hexahydro-pyrrolo[3,4-c]pyrazole-3-carboxylic acid ethyl ester (2997-63-9)

Guidance literature:

N-Phenylmaleimid (II), C2H5OCOCHN2;

Reference yield: 74.0%

4,6-dioxo-5-phenyl-(3ar,6ac)-1,3a,4,5,6,6a-hexahydro-pyrrolo[3,4-c]pyrazole-3-carboxylic acid ethyl ester (2997-63-9) + acetone (67-64-1) → ethyl 2-(1,1-dimethyl-3-oxobutyl)-6,8-dioxo-7-phenyl-2,3,7-triazabicyclo[3.3.0]oct-3-ene-4-carboxylate

Guidance literature:

With hydrogenchloride;

DOI:10.1007/s11178-005-0151-9

upstream raw materials:

diazoacetic acid ethyl ester

N-phenyl-maleimide

Downstream raw materials:

2,4-dioxo-3-phenyl-3-aza-bicyclo[3.1.0]hexane-6-carboxylic acid ethyl ester

ethyl 6,8-dioxo-7-phenyl-3,3,7-triazabicyclo[3.3.0]octa-1⁽⁵⁾,3-diene-4-carboxylate

Refernces