Boc-Phe-Phe-OH
Boc-Phe-Phe-OH Basic information
- Product Name:
- Boc-Phe-Phe-OH
- Synonyms:
-
- BOC-PHE-PHE-OH
- BOC-L-DIPHENYLALANINE
- Boc-L-Phenylalanyl-phenylalanine
- N-Boc-L-phenylalanyl-L-phenylalanine, 95%
- (S)-2-((S)-2-((tert-Butoxycarbonyl)aMino)-3-phenylpropanaMido)-3-phenylpropanoic acid
- Boc-FF-OH
- Boc-L-Phe-L-Phe-OH
- (tert-butoxycarbonyl)-L-phenylalanyl-L-phenylalanine
- CAS:
- 13122-90-2
- MF:
- C23H28N2O5
- MW:
- 412.48
- Mol File:
- 13122-90-2.mol
Boc-Phe-Phe-OH Chemical Properties
- Melting point:
- 72-75 °C
- Boiling point:
- 660.3±55.0 °C(Predicted)
- Density
- 1.194±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,2-8°C
- form
- Solid
- pka
- 3.53±0.10(Predicted)
- Appearance
- White to off-white Solid
- CAS DataBase Reference
- 13122-90-2
Boc-Phe-Phe-OH Usage And Synthesis
Synthesis
13122-89-9
13122-90-2
General procedure for the synthesis of Boc-L-phenylalanyl-phenylalanine from methyl (tert-butoxycarbonyl)phenylpropionyl-phenylpropionate: to a solution of methanol (20 ml) containing methyl 2-(2-((tert-butoxycarbonyl)amino)-3-phenylpropionamido)-3-phenylpropionate (2.0 g, 4.69 mmol), sodium hydroxide (0.38 g, 9.38 mmol) in water (10 ml) solution and the reaction temperature was maintained at 25-30°C. The reaction mixture was stirred at the same temperature for 1 hour. After completion of the reaction, methanol was removed by evaporation and the remaining aqueous layer was acidified with citric acid solution until the solid precipitated. The solid product was collected by filtration and dried to give Boc-L-phenylalanyl-phenylalanine as a white solid (1.89 g, 98% yield); ESI-MS: 413.2 (M + H).
References
[1] Patent: WO2016/181408, 2016, A2. Location in patent: Page/Page column 32
[2] Chemical Communications, 2016, vol. 52, # 28, p. 5045 - 5048
[3] Journal of the American Chemical Society, 2016, vol. 138, # 38, p. 12387 - 12394
[4] European Journal of Medicinal Chemistry, 1992, vol. 27, # 3, p. 179 - 186
[5] Angewandte Chemie - International Edition, 2017, vol. 56, # 43, p. 13288 - 13292
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