190438

(S)-(−)-2-Amino-3-phenyl-1-propanol

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

• Sinónimos: L-Phenylalaninol
• Fórmula lineal: C₆H₅CH₂CH(NH₂)CH₂OH
• Número de CAS: 3182-95-4
• Peso molecular: 151.21
• Beilstein: 2208238
• Número CE: 221-674-4
• Número MDL: MFCD00004732
• Código UNSPSC: 12352116
• ID de la sustancia en PubChem: 24851436
• NACRES: NA.22

Propiedades

• Nivel de calidad: 100
• Ensayo: 98%
• Formulario: solid
• actividad óptica: [α]22/D −22.8°, c = 1.2 in 1 M HCl
• pureza óptica: ee: 99% (HPLC)
• mp: 92-94 °C (lit.)
• grupo funcional: amine; hydroxyl; phenyl
• cadena SMILES: 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
• Clave InChI: STVVMTBJNDTZBF-VIFPVBQESA-N

Descripción

Descripción general

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

Aplicación

(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. It reacts with substituted salicylaldehydes to form tridentate chiral Schiff base ligands, which can form H-bonded chiral supramolecular metal-organic architectures. 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.

Reacts with nitriles to form oxazolines which are useful in Pd-catalyzed allylic substitution. Also employed in amidation for chiral resolution and NADH modeling.

Información de seguridad

• Código de clase de almacenamiento: 8A - Combustible corrosive hazardous materials
• Clase de riesgo para el agua (WGK): WGK 3
• Equipo de protección personal: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges