N-Benzoyl-L-tyrosine ethyl ester

Base Information

• Chemical Name: N-Benzoyl-L-tyrosine ethyl ester
• CAS No.: 3483-82-7
• Molecular Formula: C18H19NO4
• Molecular Weight: 313.353
• Hs Code.: 29242990
• European Community (EC) Number: 222-469-2
• UNII: J2P4C4RJ59
• DSSTox Substance ID: DTXSID60883977
• Nikkaji Number: J149.804E
• Wikidata: Q27163040
• ChEMBL ID: CHEMBL33242
• Mol file: 3483-82-7.mol

Synonyms:benzoyltyrosine ethyl ester;BTEE

Chemical Property of N-Benzoyl-L-tyrosine ethyl ester

Chemical Property:

• Appearance/Colour: White to off-white crystals.
• Vapor Pressure: 5.02E-13mmHg at 25°C
• Melting Point: 118-121 °C(lit.)
• Refractive Index: -29 ° (C=1, EtOH)
• Boiling Point: 557.3 °C at 760 mmHg
• PKA: 9.75±0.15(Predicted)
• Flash Point: 290.8 °C
• PSA: 75.63000
• Density: 1.21 g/cm³
• LogP: 2.68730
• Storage Temp.: −20°C
• Solubility.: almost transparency in Methanol
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 313.13140809
• Heavy Atom Count: 23
• Complexity: 385

Purity/Quality:

98%min ^*data from raw suppliers

N-Benzoyl-L-tyrosine ethyl ester ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CC1=CC=C(C=C1)O)NC(=O)C2=CC=CC=C2
• Isomeric SMILES: CCOC(=O)[C@H](CC1=CC=C(C=C1)O)NC(=O)C2=CC=CC=C2
• Uses: N-Benzoyl-L-tyrosine ethyl ester is a synthetic substrate used to study IMER systems.

Technology Process of N-Benzoyl-L-tyrosine ethyl ester

There total 7 articles about N-Benzoyl-L-tyrosine ethyl ester 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%

L-tyrosine ethyl ester (949-67-7) + benzoic acid (65-85-0,8013-63-6) → N-benzoyl-L-tyrosine ethyl ester (3483-82-7)

Guidance literature:

With fluorosulfonyl fluoride; N-ethyl-N,N-diisopropylamine; In toluene; at 20 ℃; for 5h;

DOI:10.1039/c9ob00699k

Reference yield:

L-tyrosine ethyl ester monohydrochloride (4089-07-0) + benzoic acid (65-85-0,8013-63-6) → N-benzoyl-L-tyrosine ethyl ester (3483-82-7)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(01)00248-7

Reference yield:

L-tyrosine ethyl ester (949-67-7) + benzoyl chloride (98-88-4) → N-benzoyl-L-tyrosine ethyl ester (3483-82-7)

Guidance literature:

With chloroform; sodium carbonate;

upstream raw materials:

dibenzoyl disulfide

L-tyrosine ethyl ester

N-benzoyl-L-tyrosine

benzoyl chloride

Downstream raw materials:

N-benzoyl-O-(4-nitro-phenyl)-tyrosine ethyl ester

Bz-Tyr-Lys-NH₂

Bz-Tyr-Ser-NH₂

Bz-Tyr-Glu-NH₂

Refernces

• 1、 Dhanak, Dashyant,Christmann, Lisa T.,Darcy, Michael G.,Jurewicz, Anthony J.,Keenan, Richard M.,Lee, Judithann,Sarau, Henry M.,Widdowson, Katherine L.,White, John R.. "Discovery of potent and selective phenylalanine derived CCR3 antagonists. Part 1". . p. 1441 - 1444. Retrieved 2007/10/03.