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H-D-TYR-OME HCL

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H-D-TYR-OME HCL Basic information

Product Name:
H-D-TYR-OME HCL
Synonyms:
  • (R)-Methyl 2-aMino-3-(4-hydroxyphenyl)propanoate hydrochloride
  • H-D-Tyr-OMe hydrochloride
  • H-D-Tyr-OMe
  • D-Tyr-OMe·HCl
  • D-Tyrosine methyl ester hydrochloride≥ 98% (HPLC)
  • D-TYROSINE ETHYL OME HCl
  • Methyl D-Tyrosinate Hydrochloride,99%e.e.
  • H-D-TYR-OME HCL
CAS:
3728-20-9
MF:
C10H14ClNO3
MW:
231.68
EINECS:
223-084-2
Product Categories:
  • Amino Acids and Derivatives
  • Amino hydrochloride
  • Amino Acid Derivatives
Mol File:
3728-20-9.mol
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H-D-TYR-OME HCL Chemical Properties

Melting point:
177-179℃
storage temp. 
Inert atmosphere,2-8°C
solubility 
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form 
Powder
color 
White to off-white
CAS DataBase Reference
3728-20-9(CAS DataBase Reference)
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Safety Information

HS Code 
2922500090
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H-D-TYR-OME HCL Usage And Synthesis

Chemical Properties

Crystalline

Uses

D-Tyrosine methyl ester hydrochloride is an intermediate in the synthesis of oxybutynin chloride (O868525), an inhibitor of proliferation and supresses gene expression in bladder smooth muscle cells.

Synthesis

67-56-1

556-02-5

3728-20-9

General procedure for the synthesis of methyl (R)-2-amino-3-(4-hydroxyphenyl)propanoate hydrochloride from methanol and D-tyrosine: (2R)-2-amino-3-(4-hydroxyphenyl)propanoic acid (49) (1.07 g, 5.9 mmol) was dissolved in methanol, and the reaction was completed to give methyl (2R)-2-amino-3-(4-hydroxyphenyl)propanoate (50) . The product characterization data were as follows: melting point 176°C (literature values in agreement); 1H NMR (DMSO-d6) δ: 6.82 (d, J = 8.4 Hz, 2H, ArH3' and ArH5'), 4.13 (t, J = 6.9 Hz, 1H, H2), 3.83 (s, 3H, OCH3), 3.22 (dd, J = 6.0, 14.4 Hz. 1H, 3Ha), 3.12 (dd, J = 6.9, 14.7 Hz, 1H, 3Hb). Mass spectrum (chemical ionization, positive ion mode) m/z: 196 (100%) [M+]. High Resolution Mass Spectrometry (HRMS) calculated value of C10H14NO3: 196.0974, measured value: 196.0985.

References

[1] Organic Letters, 2002, vol. 4, # 2, p. 265 - 267
[2] Organic and Biomolecular Chemistry, 2007, vol. 5, # 4, p. 636 - 643
[3] Patent: WO2006/74501, 2006, A1. Location in patent: Page/Page column 152
[4] Tetrahedron, 2008, vol. 64, # 49, p. 11270 - 11290
[5] Organic and Biomolecular Chemistry, 2005, vol. 3, # 7, p. 1233 - 1239

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