Ethyl L-tyrosinate

Base Information

• Chemical Name: Ethyl L-tyrosinate
• CAS No.: 949-67-7
• Deprecated CAS: 10331-72-3
• Molecular Formula: C11H15NO3
• Molecular Weight: 209.245
• Hs Code.: 29225090
• European Community (EC) Number: 213-442-6
• UNII: 17RPW76A9G
• DSSTox Substance ID: DTXSID20883574
• Nikkaji Number: J62.052A
• Wikidata: Q27108499
• Metabolomics Workbench ID: 67851
• ChEMBL ID: CHEMBL292389
• Mol file: 949-67-7.mol

Synonyms:Tyrosine,ethyl ester, L- (6CI,8CI);(S)-Tyrosine ethyl ester;Ethyl(S)-2-amino-3-(4-hydroxyphenyl)propionate;NSC 519993;

Chemical Property of Ethyl L-tyrosinate

Chemical Property:

• Melting Point: 103 °C
• Refractive Index: 17.5 ° (C=5, EtOH)
• Boiling Point: 343.3 °C at 760 mmHg
• PKA: pKa 7.05±0.02(H2O t=25.0±0.1 I=0.1(NaCl) N2atmosphere) (Uncertain);9.71±0.02(H2O t=25.0±0.1 I=0.1(NaCl) N2atmosphere) (Uncertain)
• Flash Point: 161.4 °C
• PSA: 72.55000
• Density: 1.177 g/cm³
• LogP: 1.52540
• Storage Temp.: −20°C
• Solubility.: almost transparency in Methanol
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 209.10519334
• Heavy Atom Count: 15
• Complexity: 200

Purity/Quality:

99%, ^*data from raw suppliers

L-Tyrosine Ethyl Ester ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C(CC1=CC=C(C=C1)O)N
• Isomeric SMILES: CCOC(=O)[C@H](CC1=CC=C(C=C1)O)N
• Uses: L-TYROSINE ETHYL ESTER is a useful research chemical.

Technology Process of Ethyl L-tyrosinate

There total 8 articles about Ethyl L-tyrosinate 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: 100.0%

ethanol (64-17-5) + L-tyrosine (60-18-4,18875-48-4,25619-78-7,30704-25-7) → L-tyrosine ethyl ester (949-67-7)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/ja016030z

Reference yield: 79.8%

L-tyrosine ethyl ester monohydrochloride (4089-07-0) → L-tyrosine ethyl ester (949-67-7)

Guidance literature:

With sodium hydrogencarbonate; In dichloromethane; water; for 4h;

DOI:10.1016/j.reactfunctpolym.2010.12.009

Reference yield: 62.0%

methanol (67-56-1) + C32H42N2O11 → ethyl 5-hydroxy-6-methoxy-1H-indole-2-carboxylate (221312-80-7) + L-tyrosine ethyl ester (949-67-7)

Guidance literature:

With sulfuric acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1002/anie.201806490

upstream raw materials:

tyrosine ethyl ester

ethanol

L-tyrosine

orthoformic acid triethyl ester

Downstream raw materials:

L-alanyl-L-tyrosine

N-D-alanyl-L-tyrosine

OC(TyrOEt)2

N-benzoyl-L-tyrosine ethyl ester

Refernces

• 1、 De Sousa, Bianca L.,Leite, Jo?o P.V.,Mendes, Tiago A.O.,Varej?o, Eduardo V.V.,Chaves, Anna C.S.,da Silva, Júnio G.,Agrizzi, Ana P.,Ferreira, Priscila G.,Pilau, Eduardo J.,Silva, Evandro,dos Santos, Marcelo H.. "Inhibition of acetylcholinesterase by coumarin-linked amino acids synthetized via triazole associated with molecule partition coefficient". . p. 652 - 664. Retrieved 2021/02/16.
• 2、 -. "Preparation method of rosastat key intermediate". Paragraph 0049-0050. . Retrieved 2020/09/09.