(-)-Bis[(S)-1-phenylethyl]amine hydrochloride

• Catalog No.: 445940
• CAS Number: 40648-92-8
• M. F.: C16H20ClN
• M. W.: 261.7897
• Purity: 97%

SYNONYMS

• Title: (-)-双[(S)-1-苯基乙基]胺 盐酸盐
• IUPAC name: bis[(1S)-1-phenylethyl]amine hydrochloride
• IUPAC Traditional name: bis[(1S)-1-phenylethyl]amine hydrochloride
• Synonyms: [S-(R*,R*)]-(-)-双(-α-甲苄基)胺 盐酸盐; [S-(R*,R*)]-(-)-Bis(-α-methylbenzyl)amine hydrochloride

DATABASE IDS

• PubChem SID: 24868213
• CAS Number: 40648-92-8
• MDL Number: MFCD00216671

PROPERTIES

• Linear Formula: [C6H5CH(CH3)]2NH·HCl
• Purity: 97%
• Melting Point: 261-263 °C(lit.)
• Optical Rotation: [α]20/D -73.0°, c = 3 in ethanol
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• European Hazard Symbols: Irritant (Xi)
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• GHS Precautionary statements: P261-P305 + P351 + P338
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• German water hazard class: 3

DETAILS

Description (English)

Application
The addition of lithium enolates to chiral 2-(aminomethyl)acrylates prepared from this C2-symmetrical amine results in the diastereoselective formation of β-amino acid esters.1 This amine has been employed as a chiral base in the synthesis of 3-substituted- and 3,3-disubstituted-γ-butyrolactones via enantioselective deprotonation of cyclobutane derivatives.2 It has also been used in a new method for the synthesis of β-aminophosphine derivatives of potential value as asymmetric ligands.3

Description (简体中文)

Application
由这种 C2-对称胺制备的手性 2-(氨基甲基)丙烯酸酯，可经烯醇化锂加成反应非对映选择性形成 β-氨基酸酯。1这种胺可作为手性碱，通过环丁烷衍生物的对映选择性脱质子化反应合成 3-取代- 和 3,3-二取代-γ-丁内酯。2它也可用于 β-氨基膦衍生物的新法合成，该衍生物可作为不对称配体。3