DL-m-Tyrosine

Base Information

• Chemical Name: DL-m-Tyrosine
• CAS No.: 775-06-4
• Deprecated CAS: 2180-37-2
• Molecular Formula: C9H11NO3
• Molecular Weight: 181.191
• Hs Code.: H11NO3 MOL WT. 181.19
• European Community (EC) Number: 212-270-9
• NSC Number: 89304
• UNII: 45KGG1D4BI
• DSSTox Substance ID: DTXSID601019810
• Nikkaji Number: J2.370.462E
• Wikidata: Q27258850
• NCI Thesaurus Code: C65128
• ChEMBL ID: CHEMBL322125
• Mol file: 775-06-4.mol

Synonyms:DL-m-Tyrosine;775-06-4;2-amino-3-(3-hydroxyphenyl)propanoic acid;3-(3-Hydroxyphenyl)-DL-alanine;m-Tyrosine, DL-;3-Hydroxy-DL-Phenylalanine;D,L-Metatyrosine;DL-Phenylalanine, 3-hydroxy-;DL-3-TYROSINE;3-tyrosine dl-;3-(m-Hydroxyphenyl)-DL-alanine;DL-META-TYROSINE;NSC 89304;EINECS 212-270-9;MFCD00002597;UNII-45KGG1D4BI;BRN 2416853;45KGG1D4BI;DL-3-[3-Hydroxyphenyl]alanine;(+/-)-2-Amino-3-(3-hydroxyphenyl)propionic acid;NSC-89304;4-14-00-02259 (Beilstein Handbook Reference);L-3-hydroxyphenylalanine;D,L-m-Tyrosine;DL-METATYROSINE;WLN: QVYZ1R CQ;3-TYROSINE, DL-;DL-m-Tyrosine, crystalline;H-DL-Phe(3-OH)-OH;m-Tyrosine, DL- (8CI);WLN: QVYZ1R CQ -R;SCHEMBL458080;CHEMBL322125;SCHEMBL13537526;DTXSID601019810;BCP26758;NSC89304;s6061;AKOS000187893;AKOS017259236;AB00236;AB02492;AB15920;CS-W001940;GS-3278;HY-W001940;AC-19159;SY008841;LS-158252;AM20041160;FT-0625492;FT-0630226;FT-0675714;T0787;EN300-185832;M02556;M03194;T-9040;N-HYDROXY-2-METHOXYBENZENECARBOXIMIDAMIDE;2-AMINO-3-(3-HYDROXY-PHENYL)-PROPIONIC ACID;Q27258850;Z317025828

Chemical Property of DL-m-Tyrosine

Chemical Property:

• Appearance/Colour: white crystals powder
• Vapor Pressure: 1.09E-06mmHg at 25°C
• Melting Point: 280-285 °C (dec.)(lit.)
• Refractive Index: 1.614
• Boiling Point: 387.2 °C at 760 mmHg
• PKA: 2.20±0.10(Predicted)
• Flash Point: 188 °C
• PSA: 83.55000
• Density: 1.333 g/cm³
• LogP: 1.04690
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility.: Soluble in 1M HCl.
• XLogP3: -2.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 181.07389321
• Heavy Atom Count: 13
• Complexity: 184

Purity/Quality:

99% ^*data from raw suppliers

m-Tyrosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)O)CC(C(=O)O)N
• Uses: 3-(3-Hydroxyphenyl)-DL-alanine is used as a food and feed additive. It is also used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.

Technology Process of DL-m-Tyrosine

There total 45 articles about DL-m-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: 99.0%

(3S,5S,6R)-3-(3-Benzyloxy-benzyl)-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester → m-tyrosine (587-33-7,775-06-4,2180-37-2,32140-49-1,29562-33-2)

Guidance literature:

With hydrogen; palladium dichloride; In tetrahydrofuran; ethanol; for 18h; under 2585.7 Torr;

DOI:10.1021/jo9706584

Reference yield: 85.0%

D/L-3-hydroxy-phenylalanine (775-06-4,29562-33-2) → m-tyrosine (587-33-7,775-06-4,2180-37-2,32140-49-1,29562-33-2) + m-hydroxy-D-phenylalanine (32140-49-1,29562-33-2)

Guidance literature:

With α-chymotrypsin;

DOI:10.1002/recl.19841030402

Reference yield: 69.0%

(S)-2-acetylamino-3-(3-hydroxyphenyl)propionic acid (64325-07-1) → m-tyrosine (587-33-7,775-06-4,2180-37-2,32140-49-1,29562-33-2)

Guidance literature:

(S)-2-acetylamino-3-(3-hydroxyphenyl)propionic acid; With hydrogenchloride; In methanol; water; at 100 ℃; for 2h;

With sodium hydroxide; In methanol; water; at 20 ℃; pH=6;

upstream raw materials:

4-(3-acetoxy-benzylidene)-2-methyl-4H-oxazol-5-one

3-aminophenylalanine

N-benzoyl-3-hydroxy-phenylalanine

3,6-bis-(3-acetoxy-benzylidene)-piperazine-2,5-dione

Downstream raw materials:

6-hydroxy-1,2,3,4-tetrahydro-3-isoquinoline carboxylic acid

m-tyrosine

m-hydroxy-D-phenylalanine

(S)-2-((tert-butoxycarbonyl)amino)-3-(3-hydroxyphenyl)propanoic acid

Refernces

• 1、 Paik, Man-Jeong,Jeon, So Hee,Kang, Jong Seong,Kim, Kwan Mook,Lee, Wonjae. "Deracemization of racemic amino acids using (R)- and (S)-alanine racemase chiral analogues as chiral converters". . p. 2186 - 2188. Retrieved 2014/12/10.
• 2、 -. "Fluorine Radiolabelling Process". Paragraph 0521. . Retrieved 2013/07/31.