Ethyl 2-amino-3-(3,4-dihydroxyphenyl)-2-methylpropanoate

Base Information

• Chemical Name: Ethyl 2-amino-3-(3,4-dihydroxyphenyl)-2-methylpropanoate
• CAS No.: 6014-30-8
• Deprecated CAS: 2544-09-4
• Molecular Formula: C12H17 N O4
• Molecular Weight: 239.271
• DSSTox Substance ID: DTXSID00859737
• NCI Thesaurus Code: C75041
• Mol file: 6014-30-8.mol

Synonyms:Ethyl 2-amino-3-(3,4-dihydroxyphenyl)-2-methylpropanoate;2579Z4P04J;Methyldopate [BAN];L-3-(3,4-Dihydroxyphenyl)-2-methylalanine ethyl ester;SCHEMBL11430187;UNII-2579Z4P04J;DTXSID00859737;SVEBYYWCXTVYCR-UHFFFAOYSA-N;Ethyl 3-hydroxy-alpha-methyltyrosinate;F82067;3,4-Dihydroxy-alpha-methyl-L-phenylalanine ethyl ester;Alanine, 3-(3,4-dihydroxyphenyl)-2-methyl-, ethyl ester, L-;Ethyl 2-amino-3-(3,4-dihydroxyphenyl)-2-methylpropanoate #;2544-09-4

Chemical Property of Ethyl 2-amino-3-(3,4-dihydroxyphenyl)-2-methylpropanoate

Chemical Property:

• Vapor Pressure: 6.62E-07mmHg at 25°C
• Boiling Point: 398°C at 760 mmHg
• PKA: 9.83±0.10(Predicted)
• Flash Point: 194.5°C
• Density: 1.243g/cm³
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly, Heated), Methanol (Slightly)
• XLogP3: 1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 239.11575802
• Heavy Atom Count: 17
• Complexity: 271

Purity/Quality:

99% ^*data from raw suppliers

Methyldopate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C(C)(CC1=CC(=C(C=C1)O)O)N
• Uses: Methyldopate Hydrochloride is used in the successful treatment of murine neural blastoma. As well displays hypotensive effects.

Technology Process of Ethyl 2-amino-3-(3,4-dihydroxyphenyl)-2-methylpropanoate

There total 2 articles about Ethyl 2-amino-3-(3,4-dihydroxyphenyl)-2-methylpropanoate 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: 90.0%

ethanol (64-17-5) + methyldopa (555-30-6,555-29-3,88620-56-8) → (S)-α-Me-Dopa ethyl ester (6014-30-8)

Guidance literature:

With hydrogenchloride; Reflux;

Reference yield:

ethanol (64-17-5) + (S)-2-(1-naphthamido)-3-(benzo[d][1,3]dioxol-5-yl)-2-methylpropanoic acid (1395919-80-8) → C13H17NO4 (52616-38-3) + (S)-α-Me-Dopa ethyl ester (6014-30-8)

Guidance literature:

With hydrogenchloride; acetic acid; at 95 ℃; for 4h; Sealed tube; Inert atmosphere;

DOI:10.1021/jo301588t

Reference yield:

(E)-2,4-dihydroxyl-6-(4′-hydroxylstyryl)benzaldehyde + (S)-α-Me-Dopa ethyl ester (6014-30-8) → C27H27NO7

Guidance literature:

In methanol; for 3h; Reflux;

upstream raw materials:

ethanol

(S)-2-(1-naphthamido)-3-(benzo[d][1,3]dioxol-5-yl)-2-methylpropanoic acid

methyldopa

Refernces

• 1、 Mai, Thi Thoa,Viswambharan, Baby,Gori, Didier,Kouklovsky, Cyrille,Alezra, Valerie. "Memory of chirality of tertiary aromatic amide: Application to the asymmetric synthesis of (S)-α-methylDOPA". . p. 8797 - 8801,5. Retrieved 2020/09/15.