N-Benzoyl-L-tyrosine

Base Information

• Chemical Name: N-Benzoyl-L-tyrosine
• CAS No.: 2566-23-6
• Molecular Formula: C₁₆H₁₅NO₄
• Molecular Weight: 285.299
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID60180357
• Nikkaji Number: J276.704J
• Wikidata: Q27162305
• ChEMBL ID: CHEMBL22581
• Mol file: 2566-23-6.mol

Synonyms:N-benzoyl-DL-tyrosine;N-benzoyl-L-tyrosine;N-benzoyltyrosine

Chemical Property of N-Benzoyl-L-tyrosine

Chemical Property:

• Melting Point: 163.0 to 167.0 °C
• Refractive Index: -77.5 ° (C=1, DMF)
• Boiling Point: 598.2°Cat760mmHg
• PKA: 3.07±0.10(Predicted)
• Flash Point: 315.6°C
• PSA: 86.63000
• Density: 1.315g/cm³
• LogP: 2.20880
• Storage Temp.: 2-8°C
• Water Solubility.: 3.68g/L(25.1 oC)
• XLogP3: 1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 285.10010796
• Heavy Atom Count: 21
• Complexity: 357

Purity/Quality:

98% ^*data from raw suppliers

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

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)NC(CC2=CC=C(C=C2)O)C(=O)O
• Isomeric SMILES: C1=CC=C(C=C1)C(=O)N[C@@H](CC2=CC=C(C=C2)O)C(=O)O

Technology Process of N-Benzoyl-L-tyrosine

There total 23 articles about N-Benzoyl-L-tyrosine 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: 94.0%

N-benzoyl-L-tyrosine ethyl ester (3483-82-7) → N-benzoyl-L-tyrosine (2566-23-6,34996-91-3,64896-36-2)

Guidance literature:

With chymotrypsin immobilized on controlled pore glass; water; at 20 ℃; pH=7.8; Enzymatic reaction;

DOI:10.2533/chimia.2010.799

Reference yield: 88.0%

N-benzoyl-O-benzoyl-L-tyrosine (14325-35-0) → N-benzoyl-L-tyrosine (2566-23-6,34996-91-3,64896-36-2)

Guidance literature:

With sodium hydroxide; In N,N-dimethyl-formamide; at 30 ℃; for 4h;

DOI:10.1021/op400119b

Reference yield: 78.0%

L-tyrosine (60-18-4,18875-48-4,25619-78-7,30704-25-7) + benzoyl chloride (98-88-4) → N-benzoyl-L-tyrosine (2566-23-6,34996-91-3,64896-36-2)

Guidance literature:

With potassium hydroxide; at 0 - 20 ℃;

DOI:10.1002/cjoc.201600468

upstream raw materials:

(rac)-N-Benzoyltyrosin-ethylester

L-tyrosine

benzoyl chloride

BzTyr-p-nitroanilide

Downstream raw materials:

N-benzoyl-O-[bis(benzyloxy)phosphoryl]-N'-[3-(2-oxotetrahydropyrimidin-1(2H)-yl)propyl]-Ltyrosinamide

N-benzoyl-O-[bis(benzyloxy)phosphoryl]-N'-[2-(2-oxoimidazolidin-1-yl)ethyl]-L-tyrosinamide

N-benzoyl-O-[bis(benzyloxy)phosphoryl]-N'-[3-(2-oxopyrrolidin-1-yl)propyl]-L-tyrosinamide

N-benzoyl-N'-[3-(2-oxotetrahydropyrimidin-1(2H)-yl)propyl]-O-phosphono-L-tyrosinamide

Refernces

• 1、 Ono, Shin,Murai, Junya,Nakai, Takahiko,Kuroda, Hirofumi,Horino, Yoshikazu,Yoshimura, Toshiaki,Oyama, Hiroshi,Umezaki, Masahito. "Site-selective chemical modification of chymotrypsin using a peptidyl diphenyl 1-amino-2-phenylethylphosphonate derivative". . p. 860 - 862. Retrieved 2013.
• 2、 Ishiyama, Takashi,Kanai, Motomu,Maruyama, Katsuya,Oisaki, Kounosuke,Sakai, Kentaro,Seki, Yohei,Togo, Takaya. "Protein Modification at Tyrosine with Iminoxyl Radicals". supporting information. p. 19844 - 19855. Retrieved 2021/11/30.
• 3、 -. "GRANZYME B DIRECTED IMAGING AND THERAPY". Page/Page column 82; 99. . Retrieved 2019/09/04.