L-DOPA Ethyl Ester Hydrochloride

Base Information

• Chemical Name: L-DOPA Ethyl Ester Hydrochloride
• CAS No.: 39740-30-2
• Molecular Formula: C₁₁H₁₅NO₄*ClH
• Molecular Weight: 261.705
• Mol file: 39740-30-2.mol

Synonyms:ethyl (S)-2-amino-3-(3,4-dihydroxyphenyl)propanoate hydrochloride

Chemical Property of L-DOPA Ethyl Ester Hydrochloride

Chemical Property:

• Melting Point: 51-54°C
• Storage Temp.: Hygroscopic, Refrigerator, Under Inert Atmosphere
• Solubility.: Methanol, Water

Purity/Quality:

95% ^*data from raw suppliers

L-DOPA Ethyl Ester Hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: An active ingredient in preparations for the treatment of Parkinson’s disease.

Technology Process of L-DOPA Ethyl Ester Hydrochloride

There total 2 articles about L-DOPA Ethyl Ester 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: 99.0%

ethanol (64-17-5) + levodopa (59-92-7,90638-38-3) → ethyl (S)-2-amino-3-(3,4-dihydroxyphenyl)propanoate hydrochloride (39740-30-2)

Guidance literature:

With thionyl chloride; at 0 - 20 ℃; for 14h;

DOI:10.1039/c2cc38646a

Reference yield:

ethanol (64-17-5) + 3,4-dihydroxy-L-phenylalanine (59-92-7,90638-38-3) → 2-Amino-3-(3,4-dihydroxy-phenyl)-propionic acid ethyl ester; hydrochloride (23234-41-5,39740-30-2,92147-38-1)

Guidance literature:

With thionyl chloride; for 48h; Ambient temperature;

DOI:10.1021/jo00301a008

Reference yield: 87.0%

di-tert-butyl dicarbonate (24424-99-5) + ethyl (S)-2-amino-3-(3,4-dihydroxyphenyl)propanoate hydrochloride (39740-30-2) → 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 0 - 20 ℃;

DOI:10.1002/ejoc.201403378

upstream raw materials:

ethanol

3,4-dihydroxy-L-phenylalanine

levodopa

Downstream raw materials:

(S)-ethyl-2-{2-[6,8-dichloro-2-(4-chlorophenyl)imidazo[1,2-a]pyridine-3-yl]acetylamino}-3-(3,4-dihydroxyphenyl)propanoate

(S)-ethyl-2-{2-[6-chloro-2-(4-chlorophenyl)imidazo[1,2-a]pyridine-3-yl]acetylamino}-3-(3,4-dihydroxyphenyl)propanoate

(S)-ethyl-2-{2-[6,8-dichloro-2-phenylimidazo[1,2-a]pyridine-3-yl]acetylamino}-3-(3,4-dihydroxyphenyl)propanoate

(S)-ethyl-2-{2-[6-chloro-2-phenylimidazo[1,2-a]pyridine-3-yl]acetylamino}-3-(3,4-dihydroxyphenyl)propanoate

Refernces

• 1、 -. "NOVEL HIGH PENETRATION DRUGS AND COMPOSITIONS THEREOF FOR TREATMENT OF PARKINSON'S DISEASE". Paragraph 0098-0100. . Retrieved 2018/06/28.
• 2、 -. "NOVEL HIGH PENETRATION DRUGS AND THEIR COMPOSITIONS THEREOF FOR TREATMENT OF PARKINSON DISEASES". Paragraph 00149. . Retrieved 2014/09/29.