Introduction：Basic information about D(+)-Phenylalaninol CAS 5267-64-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
D(+)-Phenylalaninol Basic informationDetected method
| 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 Building Blocks;Synthetic Organic Chemistry;Amino alcohols;chiral;Pharmaceutical Intermediates |
| Mol File: | 5267-64-1.mol |
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D(+)-Phenylalaninol Chemical Properties
| Melting point | 93-95 °C(lit.) |
| alpha | 23 º (c=1.2, 1 N HCl 22 ºC) |
| Boiling point | 122 °C / 4mmHg |
| 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. |
| pka | 12.85±0.10(Predicted) |
| form | Crystalline Powder and Chunks |
| color | White to yellow |
| Optical Rotation | [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 | 8 |
| HazardClass | IRRITANT |
| PackingGroup | III |
| HS Code | 29221990 |
| Storage Class | 8A - Combustible corrosive hazardous materials |
| Hazard Classifications | Eye Dam. 1
Skin Corr. 1B |
D(+)-Phenylalaninol Usage And Synthesis
| Detected method | Phenomena, including gelation and fluorescence, are used as easily detected sensors of chiral recognition. Qin et al. have developed a new type of isomerized diphenylalanine-based supramolecular gel (LFDF), which showed the visible enantiomeric discrimination of phenylalaninol enantiomers via fluorescence and gelation measurements. The addition of L- or D-phenylalaninol to the peptide gel led to complete collapse within one minute after adding the L-form, which was not observed in D-phenylalaninol. Meanwhile, by doping with the fluorescent dye thioflavin T (ThT), the prepared ThT-LFDF gel system can sensitively detect the L/D-phenylalanine enantiomer through fluorescence quenching, which has the advantages of visualization, easy manipulation, and high detection sensitivity. |
| Description | D-phenylalanine is the D-enantiomer of phenylalanine. It is a conjugate base of a D-phenylalaninium and an enantiomer of a L-phenylalanine. D-Phenylalanine is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). It may be light-sensitive. This compound reacts with strong oxidizing agents, acids and bases. It acts as a weak acid in solution. |
| Chemical Properties | white to light yellow crystal powde |
| 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.] |
D(+)-Phenylalaninol Preparation Products And Raw materials
| Raw materials | (R)-2-Amino-3-phenylpropionic acid methylester-->FMOC-D-PHENYLALANINOL-->(2R)-3-PHENYL-1,2-PROPANEDIAMINE-->D-Phenylalanine |
| Preparation Products | Cbz-D-Phenylalaninol-->1-[(4R)-4-(phenylmethyl)-2-thioxo-3-thiazolidinyl]-Ethanone-->TMC-58B |
