3-Hydroxy-L-tyrosine hydrochloride

Base Information

• Chemical Name: 3-Hydroxy-L-tyrosine hydrochloride
• CAS No.: 5796-14-5
• Molecular Formula: C9H11 N O4 . Cl H
• Molecular Weight: 233.652
• European Community (EC) Number: 227-342-5
• Mol file: 5796-14-5.mol

Synonyms:(S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid hydrochloride;L-Dopa hydrochloride;3-Hydroxy-L-tyrosine hydrochloride;Levodopa Hydrochloride;SCHEMBL1069135;IIYCFYBNWUGFSA-RGMNGODLSA-N;NS00082197

Chemical Property of 3-Hydroxy-L-tyrosine hydrochloride

Chemical Property:

• Vapor Pressure: 7.97E-09mmHg at 25°C
• Boiling Point: 448.4°Cat760mmHg
• Flash Point: 225°C
• PSA: 103.78000
• Density: g/cm³
• LogP: 1.55450
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 233.0454856
• Heavy Atom Count: 15
• Complexity: 209

Purity/Quality:

98%Min ^*data from raw suppliers

3-HYDROXY-L-TYROSINE HYDROCHLORIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1CC(C(=O)O)N)O)O.Cl
• Isomeric SMILES: C1=CC(=C(C=C1C[C@@H](C(=O)O)N)O)O.Cl

Technology Process of 3-Hydroxy-L-tyrosine hydrochloride

There total 14 articles about 3-Hydroxy-L-tyrosine hydrochloride 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: 81.0%

2-amino-3-{4-hydroxy-3-[(2-nitrobenzyl)oxy]phenyl}propanoic acid hydrochloride → β-3,4-dihydroxyphenyl-L-alanine hydrochloride (5796-14-5)

Guidance literature:

In aq. phosphate buffer; water; for 6h; pH=7; Solvent; Quantum yield; UV-irradiation;

DOI:10.1002/ejoc.201701749

Reference yield:

levodopa (59-92-7,90638-38-3) → β-3,4-dihydroxyphenyl-L-alanine hydrochloride (5796-14-5)

Guidance literature:

With hydrogenchloride; In water; acetonitrile;

Reference yield:

3,4-dihydroxybenzaldehyde (139-85-5) → β-3,4-dihydroxyphenyl-L-alanine hydrochloride (5796-14-5)

Guidance literature:

Multi-step reaction with 8 steps

1.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

1.2: 0.17 h / 0 °C / Inert atmosphere

2.1: sodium tetrahydroborate; ethanol / 1.5 h / 20 °C / Inert atmosphere

3.1: phosphorus tribromide / dichloromethane / 0.25 h / 0 °C

4.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 0.33 h / 0 °C / Inert atmosphere

4.2: 3 h / 20 °C / Inert atmosphere

5.1: hydrogenchloride / 1,4-dioxane; water / 4 h

6.1: triethylamine / acetonitrile / 26 h / 20 °C

7.1: disodium hydrogenphosphate; aclyase l from Aspergillus melleus / 24 h / 40 °C / Enzymatic reaction

7.2: pH 1

8.1: water; aq. phosphate buffer / 6 h / pH 7 / UV-irradiation

With hydrogenchloride; sodium tetrahydroborate; disodium hydrogenphosphate; ethanol; aclyase l from Aspergillus melleus; phosphorus tribromide; sodium hydride; triethylamine; In 1,4-dioxane; aq. phosphate buffer; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; mineral oil;

DOI:10.1002/ejoc.201701749

upstream raw materials:

levodopa

3,4-dihydroxybenzaldehyde

Downstream raw materials:

(S)-3-(3,4-bis-trityloxy-phenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionic acid

N-(9-fluorenylmethyloxycarbonyl)-3,4-dihydroxy-L-phenylalanine