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Z-TYR-OME

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Z-TYR-OME manufacturers

  • Z-TYR-OME
  • Z-TYR-OME pictures
  • 2026-06-30
  • CAS:13512-31-7
  • Min. Order: 1kg
  • Purity: 99%
  • Supply Ability: 10000KGS
  • Z-TYR-OME
  • Z-TYR-OME pictures
  • $1.00
  • 2019-07-06
  • CAS:13512-31-7
  • Min. Order: 1KG
  • Purity: 99%
  • Supply Ability: 20kg
  • Z-TYR-OME
  • 	Z-TYR-OME pictures
  • $7.00
  • 2019-07-06
  • CAS: 13512-31-7
  • Min. Order: 1KG
  • Purity: 99%
  • Supply Ability: 100KG
Z-TYR-OME Basic information
Product Name:Z-TYR-OME
Synonyms:N-CARBOBENZOXY-L-TYROSINE METHYL ESTER;N-ALPHA-CARBOBENZOXY-L-TYROSINE METHYL ESTER;Z-L-TYROSINE METHYL ESTER;Z-TYR-OME;Z-TYROSINE-OME;CBZ-L-TYROSINE METHYL ESTER;(S)-methyl 2-(benzyloxycarbonylamino)-3-(4-hydroxyphenyl)propanoate;N-Benzyloxycarbonyl-L-tyrosine Methyl ester
CAS:13512-31-7
MF:C18H19NO5
MW:329.35
EINECS:1312995-182-4
Product Categories:AMINOACIDS DERIVATIVES;Z-Amino Acids and Derivatives;Z-Amino acid series;Amino Acid Derivatives;Peptide Synthesis;Tyrosine
Mol File:13512-31-7.mol
Z-TYR-OME Structure
Z-TYR-OME Chemical Properties
Melting point 93-97 °C(lit.)
Boiling point 528.1±50.0 °C(Predicted)
density 1.249±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
pka9.75±0.15(Predicted)
form Solid
AppearanceWhite to off-white Solid
Optical Rotation[α]20/D +48°, c = 1 in chloroform
CAS DataBase Reference13512-31-7(CAS DataBase Reference)
Safety Information
WGK Germany 3
HS Code 2922498590
MSDS Information
ProviderLanguage
SigmaAldrich English
Z-TYR-OME Usage And Synthesis
UsesN-Cbz-L-tyrosine Methyl Ester is used in preparation of optically active Imidazolidione derivatives from N-Benzyloxycarbonyl-tyrosine Ester via Ethylation, reduction and successive treatment with Methanesulfonyl Chloride, Ethylenediamine and Lithium Hydroxide.
Synthesis
Methyl L-tyrosinate hydrochloride

3417-91-2

Benzyl chloroformate

501-53-1

Z-TYR-OME

13512-31-7

To the solid L-tyrosine methyl ester hydrochloride (Tyr-OMe-HCl) obtained above, 300 g of ethyl acetate (AcOEt) was added, 100 g of sodium carbonate (Na2CO3) and 50 g of water under stirring. Benzyl chloroformate (Z-Cl) was slowly added dropwise while controlling the pH of the reaction system to 8. The progress of the reaction was monitored by thin layer chromatography (TLC) until the reaction system was free of L-tyrosine methyl ester hydrochloride (Tyr-OMe-HCl). Subsequently, citric acid was added to acidify the reaction solution to pH=3 and the layers were left to separate. The organic layer was washed to neutrality with brine. To the organic layer 20-50 g of anhydrous sodium sulfate (Na2SO4) was added and stirred for 4 hours for drying. The sodium sulfate (Na2SO4) was removed by filtration and the filtrate was concentrated and transferred to a crystallization kettle. Concentrate the concentrate with hot water until dry, add 200g of petroleum ether (PET), stirring until crystallization is complete. White crystals of N-Benzyloxycarbonyl-L-tyrosine methyl ester (ZL-Tyr-OMe) were obtained by filtration and dried to give 390 g of product with 4% moisture content.

References[1] Journal of the American Chemical Society, 2004, vol. 126, # 32, p. 10162 - 10173
[2] Croatica Chemica Acta, 2003, vol. 76, # 1, p. 23 - 36
[3] Journal of Organic Chemistry, 1986, vol. 51, # 14, p. 2728 - 2735
[4] Journal of the American Chemical Society, 2004, vol. 126, # 40, p. 12897 - 12906
[5] Patent: CN103833593, 2016, B. Location in patent: Paragraph 0045; 0047
Z-TYR-OME Preparation Products And Raw materials
Raw materialsMethyl L-tyrosinate hydrochloride-->Methanol-->Z-Tyr-OH-->Benzyl chloroformate-->Sodium carbonate-->Ethyl acetate
Preparation ProductsMethyl L-tyrosinate-->Z-Tyr-NHNH2
Tag:Z-TYR-OME(13512-31-7) Related Product Information
N-Benzyloxycarbonyl-O-tert-butyl-L-tyrosine dicyclohexylamine salt Z-TYR(BZL)-OH Z-TYR-NH2 Z-Tyr-Tyr-OH Z-Tyr-Val-Ala-Asp-chloromethylketone N-Carbobenzoxy-L-tyrosine dicyclohexylamine salt Z-TYR-OH Z-VAL-NH2 Z-VAL-PHE-OME N-Cbz-L-Threonine Cbz-L-Threonine benzyl ester Z-THR-OSU N-Carbobenzyloxy-L-threonine methyl ester Z-Tyr-ONp Z-Trp-OMe Z-Tyr(tBu)-OSu Z-Val-OSu Z-Tle-OH dcha