dopamine 4-O-sulfate

Base Information

• Chemical Name: dopamine 4-O-sulfate
• CAS No.: 38339-02-5
• Molecular Formula: C8H11 N O5 S
• Molecular Weight: 233.245
• DSSTox Substance ID: DTXSID20191702
• Nikkaji Number: J440.827F
• Wikidata: Q27116247
• Metabolomics Workbench ID: 38478
• Mol file: 38339-02-5.mol

Synonyms:dopamine 4-O-sulfate

Chemical Property of dopamine 4-O-sulfate

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.55g/cm³
• XLogP3: -2.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 233.03579362
• Heavy Atom Count: 15
• Complexity: 286

Purity/Quality:

99% ^*data from raw suppliers

Dopamine 4-O-Sulfate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1CCN)O)OS(=O)(=O)O

Technology Process of dopamine 4-O-sulfate

There total 7 articles about dopamine 4-O-sulfate 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: 13.0%

dopamine hydrochloride (62-31-7) → dopamine 4-O-sulphate (38339-02-5)

Guidance literature:

With sulfuric acid; at 0 ℃;

DOI:10.1055/s-1984-31009

Reference yield:

C23H22NO7S(1-)*Na(1+) → dopamine 4-O-sulphate (38339-02-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 0.5h; under 2280.2 - 3037.7 Torr; Yield given;

Reference yield:

dopamine (51-61-6) → dopamine 4-O-sulphate (38339-02-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 2 N NaOH / toluene; H₂O / 2 h / 5 - 10 °C

2: 19 percent / NaHCO₃ / ethanol / 16 h / Heating

3: 1.) NaH, 2.) Me₃N*SO₃ / DMF, 1.) 30 min, room temp., 2.) 30 min

4: H₂ / 10 percent Pd/C / ethanol / 0.5 h / 2280.2 - 3037.7 Torr

With sodium hydroxide; hydrogen; sulfur trioxide trimethylamine complex; sodium hydride; sodium hydrogencarbonate; palladium on activated charcoal; In ethanol; water; toluene;

upstream raw materials:

dopamine hydrochloride

dopamine

N-benzyloxycarbonyl-3,4-dihydroxyphenylethylamine

3-O-benzyl-N-benzyloxycarbonyldopamine

Refernces

• 1、 Arora,Cho,Venton. "A convenient single step preparation of dopamine-4-O-sulfate". . p. 884 - 885. Retrieved 1984.
• 2、 Casagrande,Santangelo,Saini,Doggi,Gerli,Cerri. "Synthesis and chemical properties of ibopamine and of related esters of N-substituted dopamines - Synthesis of ibopamine metabolites". . p. 291 - 303. Retrieved 2007/10/02.