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ChemicalBook >  Product Catalog >  Biochemical Engineering >  Amino Acids and Derivatives >  Tyrosine derivatives >  (S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(3-chloro-4-hydroxyphenyl)propanoic acid

(S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(3-chloro-4-hydroxyphenyl)propanoic acid

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(S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(3-chloro-4-hydroxyphenyl)propanoic acid Basic information

Product Name:
(S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(3-chloro-4-hydroxyphenyl)propanoic acid
Synonyms:
  • (S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(3-chloro-4-hydroxyphenyl)propanoic acid
  • Fmoc-Tyr(3-Cl)-OH
  • 3-Chloro-N-Fmoc-L-tyrosine
  • Fmoc-3-chloro-L-tyrosine≥ 98% (HPLC)
  • Fmoc-m-chloro-L-Tyr-OH
  • 3-Chloro-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-tyrosine
  • (9H-Fluoren-9-yl)MethOxy]Carbonyl Tyr(3-Cl)-OH
  • (2S)-3-(3-chloro-4-hydroxyphenyl)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)propanoic acid
CAS:
478183-58-3
MF:
C24H20ClNO5
MW:
437.87
Product Categories:
  • Amino Acid Derivatives
Mol File:
478183-58-3.mol
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(S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(3-chloro-4-hydroxyphenyl)propanoic acid Chemical Properties

Boiling point:
674.9±55.0 °C(Predicted)
Density 
1.395±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), DMF (Slightly), Methanol (Slightly)
pka
2.86±0.10(Predicted)
form 
Solid
color 
White to Off-White
optical activity
-20.5°(C=0.01g/ml DMF)
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Safety Information

HazardClass 
IRRITANT
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(S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(3-chloro-4-hydroxyphenyl)propanoic acid Usage And Synthesis

Chemical Properties

White to off-white powder

Synthesis

Fmoc-L-3-chlorotyrosine was synthesized as follows: 3-chlorotyrosine (113.5 g, 526 mmol) was added to a round-bottomed flask equipped with a mechanical stirrer and a temperature probe. 3-Chlorotyrosine was dissolved in a solution of dioxane: water = 2:1 (500 mL). Sodium carbonate (55.8 g, 526 mmol) was added and the solution was cooled to 0C in an ice bath. Fmoc-OSu (177.5 g, 526 mmol) was dissolved in dioxane (300 mL) and added to the solution in a single addition at 0 C. The reaction was stirred at 0 C for 5 hours. The reaction was allowed to warm to 0C. Room temperature overnight. Concentrate the reaction until a volume of 100mL is reached. Add 0.5 M potassium bisulfate until the pH is 3. Determine the pH using pH paper (0-14) placed directly in the mixture. determine the pH by comparing it to the graph included in the pH paper. extract the solution with ethyl acetate (3× 500 mL). The organic layers were combined and washed with water (500mL) and brine (500mL). The organic layer was then washed with sodium sulfate and concentrated to a constant 8 (under vacuum) to give Fmoc-L-3-chlorotyrosine as a light beige solid. (204 g., 95% pure) .

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