5-Fluorodopa

Base Information

• Chemical Name: 5-Fluorodopa
• CAS No.: 42877-15-6
• Molecular Formula: BrH*C₉H₁₀FNO₄
• Molecular Weight: 296.093
• DSSTox Substance ID: DTXSID80962753
• Mol file: 42877-15-6.mol

Synonyms:3,4-dihydroxy-5-fluoro-DL-phenylalanine;3,4-dihydroxy-5-fluorophenylalanine;5-fluoro-DOPA;5-fluorodopa;5-fluorodopa hydrobromide, 18F-labeled;5-fluorodopa hydrobromide, 18F-labeled, (DL)-isomer;5-fluorodopa, 3-(18)F-labeled;5-fluorodopa, 3-(18)F-labeled, (DL)-isomer;5-fluorodopa, 3-(18)F-labeled, (L)-isomer

Chemical Property of 5-Fluorodopa

Chemical Property:

• Vapor Pressure: 4.29E-08mmHg at 25°C
• Boiling Point: 428.2°Cat760mmHg
• Flash Point: 212.8°C
• PSA: 103.78000
• Density: g/cm³
• LogP: 1.84970
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 294.98555
• Heavy Atom Count: 16
• Complexity: 238

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1O)O)F)CC(C(=O)O)N.Br

Technology Process of 5-Fluorodopa

There total 7 articles about 5-Fluorodopa 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: 85.0%

5-(2',2'-dicarbethoxy-2'-acetamidoethyl)-2,3-dimethoxyfluorobenzene (42877-14-5) → 5-fluoro-D/L-dopa hydrobromide (42877-15-6)

Guidance literature:

With hydrogen bromide; for 2h; Heating;

DOI:10.1016/0022-1139(93)03032-H

Reference yield:

isonitrovanillin (6635-20-7) → 5-fluoro-D/L-dopa hydrobromide (42877-15-6)

Guidance literature:

Multi-step reaction with 7 steps

1: 95 percent / tetrahydrofuran; diethyl ether / Ambient temperature

2: 90 percent / NaBH₄ / tetrahydrofuran / 1 h / 40 - 60 °C

3: 93 percent / conc. HCl / 0.67 h / Heating

4: 85 percent / t-BuOK / dimethylformamide / 2 h / 120 °C

5: 99percent hydrazine hydrate / 5percent Ru/C / aq. ethanol / 24 h / Heating

7: 85 percent / 48percent aq. HBr / 2 h / Heating

With hydrogenchloride; sodium tetrahydroborate; potassium tert-butylate; hydrogen bromide; hydrazine hydrate; Ru-carbon; In tetrahydrofuran; diethyl ether; ethanol; N,N-dimethyl-formamide;

DOI:10.1016/0022-1139(93)03032-H

Reference yield:

5-nitroveratral (22027-96-9) → 5-fluoro-D/L-dopa hydrobromide (42877-15-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 90 percent / NaBH₄ / tetrahydrofuran / 1 h / 40 - 60 °C

2: 93 percent / conc. HCl / 0.67 h / Heating

3: 85 percent / t-BuOK / dimethylformamide / 2 h / 120 °C

4: 99percent hydrazine hydrate / 5percent Ru/C / aq. ethanol / 24 h / Heating

6: 85 percent / 48percent aq. HBr / 2 h / Heating

With hydrogenchloride; sodium tetrahydroborate; potassium tert-butylate; hydrogen bromide; hydrazine hydrate; Ru-carbon; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;

DOI:10.1016/0022-1139(93)03032-H

upstream raw materials:

5-(2',2'-dicarbethoxy-2'-acetamidoethyl)-2,3-dimethoxyfluorobenzene

isonitrovanillin

5-nitroveratral

3,4-dimethoxy-5-nitrobenzyl chloride

Refernces