3,5-Difluorophenylalanine
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3,5-Difluorophenylalanine
structure -
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CAS No:
32133-37-2
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Formula:
C9H9F2NO2
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Chemical Name:
3,5-Difluorophenylalanine
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Synonyms:
Phenylalanine,3,5-difluoro-;Alanine,3-(3,5-difluorophenyl)-,DL-;DL-Phenylalanine,3,5-difluoro-;3,5-Difluorophenylalanine;3,5-Difluoro-DL-phenylalanine;2-Amino-3-(3,5-difluorophenyl)propanoic acid
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CAS No:
Characteristics
63.3
-1.2
1.4±0.1 g/cm3
269.5-273.5 °C(lit.)
295.1°C at 760 mmHg
132.3±27.3 °C
1.536
Safety Information
IRRITANT
NONH for all modes of transport
3
36/37/38
36
Xi
Irritant
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
H315
3,5-Difluorophenylalanine Use and Manufacturing
General procedure: The suspension of amino acids (1 mmol) in THF (0.5 mL) wastreated with LiAlH4 (2 mmol) slowly under ice bath. The mixturewas heated to 70-80 C and stirred for 3hrs. After it was cooledunder ice bath, 4 drops of water was added, followed by treatmentof potassium carbonate. The resulting suspensionwas filtered, thenthe filtrate solution was concentrated in vacuo. The residue waspurified by column chromatography on silica gel using CH2Cl2/MeOH (20:1-10:1) as eluent to gain the corresponding amino alcohols.The suspension of amino alcohols (1 mmol) in CH2Cl2 (4 mL)were treated with DIPEA (3 mmol) and (Boc)2O (3 mmol), followedby stirring at room temperature overnight. The reaction mixturewas diluted with CH2Cl2 (4 mL) and washed with saturated NH4Cl(4 mL) followed by concentration of the organic layer. The residuewas purified by column chromatography on silica gel using hexane/EtOAc/CH2Cl2 (2:1:0.5) as eluent or triturated with the eluent incases of poor solubility.Preparation of methyl 2-amino-3-(3, 5-difluorophenyl)propanoate hydrochloride To a stirred suspension of
Computed Properties
Molecular Weight:201.17
XLogP3:-1.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:3
Exact Mass:201.06013485
Monoisotopic Mass:201.06013485
Topological Polar Surface Area:63.3
Heavy Atom Count:14
Complexity:203
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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