Etilevodopa

Base Information

• Chemical Name: Etilevodopa
• CAS No.: 37178-37-3
• Deprecated CAS: 74985-73-2
• Molecular Formula: C11H15NO4
• Molecular Weight: 225.244
• Hs Code.: 2922509090
• European Community (EC) Number: 694-783-1
• UNII: 895X917GYE
• DSSTox Substance ID: DTXSID10905092
• Nikkaji Number: J503.379I
• Wikipedia: Etilevodopa
• Wikidata: Q5404593
• NCI Thesaurus Code: C81562
• Metabolomics Workbench ID: 149825
• ChEMBL ID: CHEMBL1823681
• Mol file: 37178-37-3.mol

Synonyms:etilevodopa

Chemical Property of Etilevodopa

Chemical Property:

• Vapor Pressure: 8.83E-07mmHg at 25°C
• Refractive Index: 1.581
• Boiling Point: 394.246 °C at 760 mmHg
• PKA: 9.67±0.20(Predicted)
• Flash Point: 192.233 °C
• PSA: 92.78000
• Density: 1.279 g/cm³
• LogP: 1.23100
• Storage Temp.: 2-8°C
• Solubility.: H2O: ≥12mg/mL at warmed to 60°C
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 225.10010796
• Heavy Atom Count: 16
• Complexity: 234

Purity/Quality:

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

L-Dopa ethyl ester ≥98% (HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CC1=CC(=C(C=C1)O)O)N
• Isomeric SMILES: CCOC(=O)[C@H](CC1=CC(=C(C=C1)O)O)N
• Uses: Antiparkisonian. L-Dopa ethyl ester has been used to study the protective effects of piperlongumine (PLG) on rotenone-induced Parkinson disease (PD).

Technology Process of Etilevodopa

There total 2 articles about Etilevodopa 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: 100.0%

ethanol (64-17-5) + levodopa (59-92-7,90638-38-3) → L-DOPA ethyl ester (37178-37-3,763906-29-2)

Guidance literature:

With hydrogenchloride;

Reference yield: 88.0%

levodopa (59-92-7,90638-38-3) + ascorbic acid (50-81-7,98966-42-8) → L-DOPA ethyl ester (37178-37-3,763906-29-2)

Guidance literature:

With thionyl chloride; 2,6-di-tert-butyl-4-methyl-phenol; sodium hydrogencarbonate; sodium sulfate; In ethanol; water;

Reference yield: 97.0%

di-tert-butyl dicarbonate (24424-99-5) + L-DOPA ethyl ester (37178-37-3,763906-29-2) → N-(tert-butoxycarbonyl)-3,4-di(tert-butoxycarbonyloxy)-L-phenylalanine ethyl ester (203398-44-1)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

upstream raw materials:

ethanol

levodopa

ascorbic acid

Downstream raw materials:

levodopa

N-(tert-butoxycarbonyl)-3,4-di(tert-butoxycarbonyloxy)-L-phenylalanine ethyl ester

carbidopa monohydrate

ethyl 3-(3,4-(dibenzyloxy)phenyl)-2-(tert-butoxycarbonylamino)propanoate

Refernces

• 1、 -. "NUCLEOPHILIC FLUORINATION OF AROMATIC COMPOUNDS". Page/Page column 24. . Retrieved 2010/04/03.
• 2、 Dolle, Frederic,Demphel, Stephane,Hinnen, Francoise,Fournier, Denis,Vaufrey, Francoise,Crouzel, Christian. "6-[18F]Fluoro-L-DOPA by radiofluorodestannylation : A short and simple synthesis of a new labelling precursor". . p. 105 - 114. Retrieved 2007/10/03.