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D(+)-Phenylalaninol Basic information
Product Name: D(+)-Phenylalaninol
Synonyms: D-(+)-Phenylalinol;S/R-Phenylalaninol;(2R)-2-amino-3-phenylpropan-1-ol;BENZENEPROPANOL, .BETA.-AMINO-, (.BETA.R)-;D-Penylalaninol;D-PHEYLALANINOL;D-PHENYLANINOL;(D)-(+)-2-PHENYLALANINOL / D-(+)-2-AMINO-3-PHENYL-1-PROPANOL
CAS: 5267-64-1
MF: C9H13NO
MW: 151.21
EINECS: 226-086-1
Product Categories: Phenylalanine [Phe, F];Amino Alcohols (Chiral);chiral;Chiral Building Blocks;Synthetic Organic Chemistry;Amino alcohols;Pharmaceutical Intermediates
Mol File: 5267-64-1.mol
D(+)-Phenylalaninol Structure
D(+)-Phenylalaninol Chemical Properties
Melting point 93-95 °C(lit.)
Boiling point 122 °C / 4mmHg
alpha 23 º (c=1.2, 1 N HCl 22 ºC)
density 1.0406 (rough estimate)
refractive index 23.5 ° (C=1.2, 1mol/L HCl)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Soluble in Dichloromethane, Ethyl Acetate, Methanol.
form Crystalline Powder and Chunks
pka 12.85±0.10(Predicted)
color White to yellow
optical activity [α]/D +22.8°, c = 1.2 in 1 M HCl
Sensitive Air Sensitive
BRN 4665408
InChI InChI=1/C9H13NO/c10-9(7-11)6-8-4-2-1-3-5-8/h1-5,9,11H,6-7,10H2/t9-/s3
InChIKey STVVMTBJNDTZBF-DJEYLCQNNA-N
SMILES C(C1C=CC=CC=1)[C@@H](N)CO |&1:7,r|
CAS DataBase Reference 5267-64-1(CAS DataBase Reference)
Safety Information
Hazard Codes C,Xi
Risk Statements 34
Safety Statements 26-36/37/39-45-27
RIDADR UN 3259 8/PG 3
WGK Germany 3
F 10-23
HazardClass IRRITANT
HazardClass 8
PackingGroup III
HS Code 29221990
MSDS Information
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D(+)-Phenylalaninol English
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D(+)-Phenylalaninol Usage And Synthesis
Chemical Properties white to light yellow crystal powde
Uses Enantiomer of L-Phenylalaninol, an inhibitor of intestinal Phenylalanine absorption.
Uses D-Phenylalaninol is used as a chiral auxiliary for asymmetric Michael reactions. It is an enantiomer of L-Phenylalaninol, an inhibitor of intestinal Phenylalanine absorption. It acts as an inhibiting agent to the enzymes which are responsible for the breakdown of endorphins.
Purification Methods It can be recrystallised from Et2O, *C6H6/pet ether (b 40-60o) or toluene and distilled in a vacuum. It has been purified by dissolving in Et2O, drying over K2CO3, filtering, evaporating to a small volume, cooling in ice and collecting the plates. Store them in the presence of KOH (i.e. CO2—free atm). [Karrer & Ehrhardt Helv Chim Acta 34 3203 1951, Oeda Bull Chem Soc Jpn 13 465 1938.] The picrate has m 141-141.5o (from EtOH/pet ether). The hydrogen oxalate has m 177o, 161-162o [Hunt & McHale J Chem Soc 2073 1957]. The racemate has m 87-88o from *C6H6/pet ether (75-77o from Et2O), and the hydrochloride has m 139-141o [Fodor et al. J Chem Soc 1858 1951]. [Beilstein 13 IV 1920.]
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