190438

L-Phenylalaninol

98%, optical purity ee: 99% (HPLC)

• Synonym(e): (S)-2-Amino-3-phenyl-1-propanol
• Lineare Formel: C₆H₅CH₂CH(NH₂)CH₂OH
• CAS-Nummer: 3182-95-4
• Molekulargewicht: 151.21
• Beilstein: 2208238
• EG-Nummer: 221-674-4
• MDL-Nummer: MFCD00004732
• UNSPSC-Code: 12352116
• PubChem Substanz-ID: 24851436
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 100
• Assay: 98%
• Form: solid
• Optische Aktivität: [α]22/D −22.8°, c = 1.2 in 1 M HCl
• Optische Reinheit: ee: 99% (HPLC)
• mp (Schmelzpunkt): 92-94 °C (lit.)
• Funktionelle Gruppe: amine; hydroxyl; phenyl
• SMILES String: N[C@H](CO)Cc1ccccc1
• InChI: 1S/C9H13NO/c10-9(7-11)6-8-4-2-1-3-5-8/h1-5,9,11H,6-7,10H2/t9-/m0/s1
• InChIKey: STVVMTBJNDTZBF-VIFPVBQESA-N

Beschreibung

Allgemeine Beschreibung

(S)-(-)-2-Amino-3-phenyl-1-propanol is a chiral amino alcohol.[1]

Anwendung

Reacts with nitriles to form oxazolines which are useful in Pd-catalyzed allylic substitution.[2][3] Also employed in amidation for chiral resolution[4] and NADH modeling.[5][6]

(S)-(-)-2-Amino-3-phenyl-1-propanol can undergo condensation with 5-nitro­salicylaldehyde to form (S)-2-[(1-benzyl-2-hydroxy­ethyl­imino)meth­yl]-4-nitro­phenol, a new chiral Schiff base.[7] It reacts with substituted salicylaldehydes to form tridentate chiral Schiff base ligands, which can form H-bonded chiral supramolecular metal-organic architectures.[1] It can also be used in the synthesis of an unnatural tripeptide, which can enhance the antimicrobial activity of methicillin against methicillin resistant Staphylococcus aureus.[8]

Sicherheitshinweise

• Lagerklassenschlüssel: 8A - Combustible corrosive hazardous materials
• WGK: WGK 3
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges