Boc-L-Phe(2-trifluoromethyl)-OH
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Boc-L-Phe(2-trifluoromethyl)-OH

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Category
BOC-Amino Acids
Catalog number
BAT-007115
CAS number
167993-21-7
Molecular Formula
C15H18F3NO4
Molecular Weight
333.31
Boc-L-Phe(2-trifluoromethyl)-OH
IUPAC Name
2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[2-(trifluoromethyl)phenyl]propanoic acid
Synonyms
Boc-L-Phe(2-CF3)-OH; Boc-o-trifluoromethyl-L-phenylalanine; (S)-Boc-2-amino-3-(2-trifluoromethyl-phenyl)propionic acid
Appearance
White powder
Purity
≥ 99% (ee)
Density
1.271 g/cm3
Boiling Point
421.8°C at 760 mmHg
Storage
Store at 2-8 °C
InChI
InChI=1S/C15H18F3NO4/c1-14(2,3)23-13(22)19-11(12(20)21)8-9-6-4-5-7-10(9)15(16,17)18/h4-7,11H,8H2,1-3H3,(H,19,22)(H,20,21)/t11-/m0/s1
InChI Key
XKMOOODKNPYTEE-NSHDSACASA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CC1=CC=CC=C1C(F)(F)F)C(=O)O
1.Addition of boceprevir to PEG-interferon/ribavirin in HIV-HCV-Genotype-1-coinfected, treatment-experienced patients: efficacy, safety, and pharmacokinetics data from the ANRS HC27 study.
Poizot-Martin I1,2, Bellissant E3,4, Garraffo R5, Colson P6,7, Piroth L8, Solas C9,10, Renault A3,4, Bourlière M11, Halfon P12, Ghosn J13,14, Alric L15, Naqvi A16, Carrieri P2,17, Molina JM18; ANRS HC27 BOCEPREVIH Study Group. HIV Clin Trials. 2016 Mar;17(2):63-71. Epub 2016 Feb 11.
BACKGROUND: Scarce data exist on the efficacy and safety of the PEGylated-interferon/ribavirin/boceprevir regimen in HIV/HCV-coinfected patients who failed to respond to PEGylated-interferon/ribavirin treatment.
2.Ultra-fast high-efficiency enantioseparations by means of a teicoplanin-based chiral stationary phase made on sub-2μm totally porous silica particles of narrow size distribution.
Ismail OH1, Ciogli A1, Villani C1, De Martino M1, Pierini M1, Cavazzini A2, Bell DS3, Gasparrini F4. J Chromatogr A. 2016 Jan 4;1427:55-68. doi: 10.1016/j.chroma.2015.11.071. Epub 2015 Dec 2.
A new ultra-high performance teicoplanin-based stationary phase was prepared starting from sub-2μm totally porous silica particles of narrow size distribution. Columns of different lengths were packed at high pressure and a deep and systematic evaluation of kinetic performance, in terms of van Deemter analysis, was performed under different elution conditions (HILIC, POM, RP and NP) by using both achiral and chiral probes. For the achiral probes, the efficiency of the columns at the minimum of the van Deemter curves were very high leading to some 278000, 270000, 262000 and 232000plates/m in hydrophilic interaction liquid chromatography (HILIC), polar organic mode (POM), normal phase (NP) and reversed phase (RP) respectively. The lowest plate height, Hmin=3.59μm (h(/)=1.89), was obtained under HILIC conditions at a flow rate of 1.4mL/min. Efficiency as high as 200000-250000plates/m (at the optimum flow rate) was obtained in the separation of the enantiomers of chiral probes under HILIC/POM conditions.
3.A novel cabazitaxel-loaded polymeric micelle system with superior in vitro stability and long blood circulation time.
Han X1,2, Chen D1,2, Sun J1,2, Zhou J3, Li D3, Gong F4, Shen Y1,2. J Biomater Sci Polym Ed. 2016 May;27(7):626-42. doi: 10.1080/09205063.2016.1146980. Epub 2016 Feb 25.
Cabazitaxel (CTX) is a second-generation semisynthetic taxane that demonstrates antitumor activity superior to docetaxel. However, the low aqueous solubility of CTX has hampered its use as a therapeutic agent. In this work, CTX-loaded N-t-butoxycarbonyl-L-phenylalanine end-capped monomethyl poly (ethylene glycol)-block-poly (D,L-lactide) (mPEG-PLA-Phe(Boc)/CTX) micelles were prepared to improve the solubility of CTX while retaining its superior stability before accessing the tumor site. The mPEG-PLA-Phe(Boc)/CTX micelles showed excellent stability in vitro compared with mPEG-PLA/CTX micelles. When stored at 25 °C, the mPEG-PLA/CTX micelles tended to aggregate within 1 h, whereas the mPEG-PLA-Phe(Boc)/CTX micelles were uniformly transparent even after three weeks. Dilution of mPEG-PLA/CTX micelles widened their size distribution and decreased the encapsulation efficiency, while significant change was not found in mPEG-PLA-Phe(Boc)/CTX micelles, even when diluted 1000-fold.
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