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

• 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.[1]

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.[2] 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.[3]

Reacts with nitriles to form oxazolines which are useful in Pd-catalyzed allylic substitution.[4][5] Also employed in amidation for chiral resolution[6] and NADH modeling.[7][8]

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