190438

(S)-(−)-2-Amino-3-phenyl-1-propanol

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

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

Propriedades

• Ensaio: 98%
• forma: solid
• atividade óptica: [α]22/D −22.8°, c = 1.2 in 1 M HCl
• pureza óptica: ee: 99% (HPLC)
• pf: 92-94 °C (lit.)
• cadeia de caracteres 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
• chave InChI: STVVMTBJNDTZBF-VIFPVBQESA-N

Descrição

Descrição geral

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

Aplicação

(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.

Informações de segurança

• Código de classe de armazenamento: 8A - Combustible corrosive hazardous materials
• Classe de risco de água (WGK): WGK 3
• Equipamento de proteção individual: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges