(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 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
(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)
(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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