5beta-Isopropyl-2,4-imidazolidinedione

Base Information

• Chemical Name: 5beta-Isopropyl-2,4-imidazolidinedione
• CAS No.: 54905-59-8
• Molecular Formula: C6H10N2O2
• Molecular Weight: 142.158
• DSSTox Substance ID: DTXSID90357459
• Nikkaji Number: J686.188A
• Wikidata: Q82137370
• Mol file: 54905-59-8.mol

Synonyms:AC1LGXVR;54905-59-8;SCHEMBL23596518;DTXSID90357459

Chemical Property of 5beta-Isopropyl-2,4-imidazolidinedione

Chemical Property:

• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 142.074227566
• Heavy Atom Count: 10
• Complexity: 177

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1C(=O)NC(=O)N1
• Isomeric SMILES: CC(C)[C@@H]1C(=O)NC(=O)N1

Technology Process of 5beta-Isopropyl-2,4-imidazolidinedione

There total 2 articles about 5beta-Isopropyl-2,4-imidazolidinedione 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: 30.5%

4,5-dihydroxy-2-imidazolidinone (3720-97-6) + (R)-N-carbamoylvaline (24809-91-4) → 2,4-imidazolidinedione (461-72-3) + D-5-isopropylhydantoin (54905-59-8) + (-)-2-[(1S,5R)-(3,7-dioxo-2,4,6,8-tetraazabicyclo[3.3.0]oct-2-yl)]-2(R)-3-methylbutanoic acid

Guidance literature:

With hydrogenchloride; In water; at 80 ℃; for 2.5h;

DOI:10.1070/MC2004v014n06ABEH002050

Reference yield:

5-iso-propylidenehydantoin (7526-77-4) → D-5-isopropylhydantoin (54905-59-8) + (5S)-5-(propan-2-yl)imidazolidine-2,4-dione (40856-74-4)

Guidance literature:

With (R,R)-(?)-2,3-bis(t-butylmethylphosphino)quinoxaline; palladium(II) trifluoroacetate; hydrogen; [(1R)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid; In isopropyl alcohol; for 15h; under 22502.3 Torr; Reagent/catalyst; Solvent; Pressure; Overall yield = 100 percent; Overall yield = 52.4 mg; Catalytic behavior; Inert atmosphere; Autoclave; Glovebox; Schlenk technique; Heating;

DOI:10.1016/j.jorganchem.2020.121572

Reference yield:

D-5-isopropylhydantoin (54905-59-8) → L-valine (72-18-4,25609-85-2,7004-03-7,921-10-8)

Guidance literature:

With Tris-HCl buffer; Bacillus brevis No_.102; at 30 ℃; for 6h; Yield given;

upstream raw materials:

4,5-dihydroxy-2-imidazolidinone

(R)-N-carbamoylvaline

5-iso-propylidenehydantoin

Downstream raw materials:

L-valine

Refernces

• 1、 Chikunov, Il'ya E.,Kravchenko, Angelina N.,Belyakov, Pavel A.,Lyssenko, Konstantin A.,Baranov, Vladimir V.,Lebedev, Oleg V.,Makhova, Nina N.. "Synthesis of 1S,5R- and 1R,5S-glycoluriles by diastereospecific α-ureidoalkylation of (S)/(R)-N-carbamoyl-α-amino acids with 4,5-dihydroxyimidazolidin-2-one". . p. 253 - 255. Retrieved 2007/10/03.