5-(Aminocarbonyl)-6,6-dimethyl-2,4-dioxo-3-azabicyclo(3.1.0)hexane-1-carboxylic acid

Base Information

• Chemical Name: 5-(Aminocarbonyl)-6,6-dimethyl-2,4-dioxo-3-azabicyclo(3.1.0)hexane-1-carboxylic acid
• CAS No.: 90868-50-1
• Molecular Formula: C₉H₁₀N₂O₅
• Molecular Weight: 226.189
• NSC Number: 98307
• DSSTox Substance ID: DTXSID30920106
• Mol file: 90868-50-1.mol

Synonyms:90868-50-1;NSC98307;NSC 98307;5-(Aminocarbonyl)-6,6-dimethyl-2,4-dioxo-3-azabicyclo(3.1.0)hexane-1-carboxylic acid;5-(Aminocarbonyl)-6,6-dimethyl-2,4-dioxo-3-azabicyclo[3.1.0]hexane-1-carboxylic acid;NCIOpen2_006566;DTXSID30920106;NSC-98307;1-carbamoyl-6,6-dimethyl-2,4-dioxo-3-azabicyclo[3.1.0]hexane-5-carboxylic acid;4-Hydroxy-5-[hydroxy(imino)methyl]-6,6-dimethyl-2-oxo-3-azabicyclo[3.1.0]hex-3-ene-1-carboxylic acid

Chemical Property of 5-(Aminocarbonyl)-6,6-dimethyl-2,4-dioxo-3-azabicyclo(3.1.0)hexane-1-carboxylic acid

Chemical Property:

• Vapor Pressure: 5.38E-16mmHg at 25°C
• Boiling Point: 601°Cat760mmHg
• Flash Point: 317.3°C
• Density: 1.674g/cm³
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 226.05897142
• Heavy Atom Count: 16
• Complexity: 469

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2(C1(C(=O)NC2=O)C(=O)O)C(=O)N)C

Technology Process of 5-(Aminocarbonyl)-6,6-dimethyl-2,4-dioxo-3-azabicyclo(3.1.0)hexane-1-carboxylic acid

There total 3 articles about 5-(Aminocarbonyl)-6,6-dimethyl-2,4-dioxo-3-azabicyclo(3.1.0)hexane-1-carboxylic acid 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:

3,3-dimethylcyclopropane-1,1,2,2-tetracarbonitrile (13017-67-9) → 2,4-Dioxo-5-carboxamido-6,6-dimethyl-3-azabicyclo<3.1.0>hexan-1-carbonsaeure (90868-50-1)

Guidance literature:

With potassium hydroxide;

Reference yield:

6,6-dimethyl-2,4-dioxo-3-aza-bicyclo[3.1.0]hexane-1,5-dicarbonitrile (5512-95-8) → 2,4-Dioxo-5-carboxamido-6,6-dimethyl-3-azabicyclo<3.1.0>hexan-1-carbonsaeure (90868-50-1)

Guidance literature:

With potassium hydroxide;

Reference yield:

3-(R,S),5-(R,S)-3,5-dicyano-4,4-dimethyl-2,6-dioxopiperidine (61193-04-2) → 2,4-Dioxo-5-carboxamido-6,6-dimethyl-3-azabicyclo<3.1.0>hexan-1-carbonsaeure (90868-50-1)

Guidance literature:

Multi-step reaction with 2 steps

1: aqueous acetic acid

2: aqueous KOH

With potassium hydroxide; acetic acid;

upstream raw materials:

3,3-dimethylcyclopropane-1,1,2,2-tetracarbonitrile

6,6-dimethyl-2,4-dioxo-3-aza-bicyclo[3.1.0]hexane-1,5-dicarbonitrile

3-(R,S),5-(R,S)-3,5-dicyano-4,4-dimethyl-2,6-dioxopiperidine

Downstream raw materials:

2,4-Dioxo-6,6-dimethyl-3-azabicyclo<3.1.0>hexan-1,5-dicarbonsaeure