3417-91-2

Basic information

• Product Name: Methyl L-tyrosinate hydrochloride
• Synonyms: (S)-Methyl 2-aMino-3-(4-hydroxyphenyl)propanoate hydrochloride;Methyl L-tyrosite hydrochloride;Methyl L-Tyrosinate Hydrochloride,99%e.e.;L-Methyltyrosinate hydrochloride for synthesis;TYROSINE-OME HCL;H-TYR-OME HCL;H-L-TYR-OME HCL;METHYL L-TYROSINATE HYDROCHLORIDE
• CAS NO: 3417-91-2
• Molecular Formula: C₁₀H₁₄NO₃*Cl
• Molecular Weight: 231.68
• EINECS: 222-313-3
• Product Categories: Amino Acids;AMINOACIDS DERIVATIVES;Amino Acid Derivatives;Tyrosine [Tyr, Y];Amino Acids and Derivatives;Amino Acid Methyl Esters;Amino Acids (C-Protected);Biochemistry;Amino hydrochloride;Amino Acid Derivatives;Peptide Synthesis;Tyrosine
• Mol File: 3417-91-2.mol
• Article Data: 123

Chemical Properties

• Melting Point: 192 °C (dec.)(lit.)
• Boiling Point: 330 °C at 760 mmHg
• Flash Point: 153.4 °C
• Appearance: Crystalline
• Density: 1.21g/cm3
• Refractive Index: 13 ° (C=2, MeOH)
• Storage Temp.: Store at RT.
• Water Solubility: very faint turbidity in Water
• Sensitive: Hygroscopic
• BRN: 3917353
• CAS DataBase Reference: Methyl L-tyrosinate hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl L-tyrosinate hydrochloride(3417-91-2)
• EPA Substance Registry System: Methyl L-tyrosinate hydrochloride(3417-91-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• TSCA: Yes
• HazardClass: IRRITANT
• Hazardous Substances Data: 3417-91-2(Hazardous Substances Data)

Usage

Chemical Properties

Crystalline

InChI:InChI=1/C10H13NO3.ClH/c1-14-10(13)9(11)6-7-2-4-8(12)5-3-7;/h2-5,9,12H,6,11H2,1H3;1H/t9-;/m0./s1

Upstream product

• 67-56-1 methanol 
• 60-18-4 L-tyrosine 
• 77-76-9 2,2-dimethoxy-propane 
• 3978-80-1 Boc-Tyr-OH 
• 4326-36-7 (S)-N-(tert-butoxycarbonyl)tyrosine methyl ester 
• 74-88-4 methyl iodide 
• 13512-31-7 N-(benzyloxycarbonyl)-L-tyrosine methyl ester 
• 946-80-5 (benzyloxy)benzene 
• 19578-68-8 4-(4-benzyloxyphenyl) iodide 
• 142847-18-5 N-(tert-butoxycarbonyl)tyrosine 
• 556-02-5 ?Tyr 
• 16870-43-2 L-tyrosine hydrochloride 
• 3417-91-2 tyrosine methyl ester hydrochloride 

Downstream Products

• 4985-46-0 L-Tyr-NH₂ 
• 101575-09-1 N-benzoyl-L-tyrosine methylamide 
• 3641-25-6 N-tert-Pentyloxycarbonyl-L-tyrosin 
• 15149-72-1 N-(N-benzyloxycarbonyl-L-valyl)-L-tyrosine methyl ester 
• 19391-50-5 (S)-methyl 2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)-3-(4-hydroxyphenyl)propanoate 
• 18658-65-6 N-tret-butoxycarbonyl-L-leucinyl-L-tyrosine methyl ester 
• 25518-33-6 methyl (tert-butoxycarbonyl)-L-valyl-L-tyrosinate 
• 10285-64-0 N^α-tert-butoxycarbonylseryltyrosine methyl ester 
• 21754-31-4 CYCLO(-SER-TYR) 
• 88878-85-7 (S)-2-(4-Dibenzothiophen-2-yl-4-oxo-butyrylamino)-3-(4-hydroxy-phenyl)-propionic acid methyl ester 
• 35068-04-3 methyl (S)-2-acetamido-3-(4-acetoxyphenyl)propanoate 
• 13512-31-7 N-(benzyloxycarbonyl)-L-tyrosine methyl ester 
• 93975-67-8 N,O-bis(diphenylphosphinoyl)tyrosine methyl ester 
• 169701-42-2 (S)-2-(2-Bromo-acetylamino)-3-(4-hydroxy-phenyl)-propionic acid methyl ester 

Relevant articles and documents

SYHTHESIS OF 2- AND 3-FLUOROTYROSINE WITH DILUTE FLUORINE GAS

Differences in reactivity and selectivity of fluorine gas towards L-tyrosine and the O,N-diacetylated derivative of L-tyrosine methyl ester have been exploited for the synthesis of 2- and 3-fluorotyrosine.Both 2- and 3-fluorotyrosine were identified by 2H, 19F and 13C NMR spectroscopy and high resolution mass spectrometry.The short synthesis time and high reaction yields allow this procedure to be used for the incorporation of the short lived positron emitting radionuclide 18F into the aromatic ring of L-tyrosine.

RETRACTED ARTICLE: Synthesis, kinetic studies and pharmacological evaluation of mutual azo prodrug of 5-aminosalicylic acid for colon-specific drug delivery in inflammatory bowel disease

Mutual azo prodrug of 5-aminosalicylic acid with l-tyrosine was synthesized by coupling l-tyrosine with salicylic acid, for targeted drug delivery to the inflamed gut tissue in inflammatory bowel disease. The structure was confirmed by elemental analysis, IR and NMR spectroscopy. In vitro kinetic studies in rat fecal matter showed 87.18% release of 5-aminosalicylic acid with a half-life of 140.28 min, following first order kinetics. Therapeutic efficacy of the carrier system and the mitigating effect of the azo conjugate were evaluated in trinitrobenzenesulfonic acid-induced experimental colitis model. Myeloperoxidase activity was determined by the method of Krawisz et?al. The synthesized prodrug was found to produce comparable mitigating effect as that of sulfasalazine on colitis in rats.

(2S, 3R)-3-amino-2-hydroxy-4-phenylbutyrylamide derivative as well as preparation method and application thereof

The invention discloses a (2S, 3R)-3-amino-2-hydroxy-4-phenylbutyrylamide derivative shown as a formula (I) or an optical isomer, a diastereomer and racemate mixture and pharmaceutically acceptable salt thereof as well as a preparation method and application of the (2S, 3R)-3-amino-2-hydroxy-4-phenylbutyrylamide derivative. It is shown by comparison of results of a positive control group and a model group on lymphedema prevention experiments that the compound disclosed in the invention shows obvious anti-edema activity.

Solvent-freeN-Boc deprotection byex situgeneration of hydrogen chloride gas

An efficient, scalable and sustainable method for the quantitative deprotection of thetert-butyl carbamate (N-Boc) protecting group is described, using down to near-stoichiometric amounts of hydrogen chloride gas in solvent-free conditions. We demonstrate theex situgeneration of hydrogen chloride gas from sodium chloride and sulfuric acid in a two-chamber reactor, introducing a straightforward method for controlled and stoichiometric release of HCl gas. The solvent-free conditions allow deprotection of a wide variety ofN-Boc derivatives to obtain the hydrochloride salts in quantitative yields. The procedure obviates the need for any work-up or purification steps providing an uncomplicated green alternative to standard methods. Due to the solvent-free, anhydrous conditions, this method shows high tolerance towards acid sensitive functional groups and furnishes expanded functional group orthogonality.