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/REAXYS Number: 2208238
• EC Number: 221-674-4
• MDL number: MFCD00004732
• UNSPSC Code: 12352116
• PubChem Substance ID: 24851436
• NACRES: NA.22

Propiedades

• assay: 98%
• form: solid
• optical activity: [α]22/D −22.8°, c = 1.2 in 1 M HCl
• optical purity: ee: 99% (HPLC)
• mp: 92-94 °C (lit.)
• 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
• InChI key: STVVMTBJNDTZBF-VIFPVBQESA-N

Descripción

General description

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

Application

(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

• Storage Class: 8A - Combustible corrosive hazardous materials
• wgk_germany: WGK 3
• ppe: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges