D(+)-Phenylalaninol

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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

Provider Language

D(+)-Phenylalaninol English

ACROS English

SigmaAldrich English

ALFA English

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.]