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445940 Sigma-Aldrich

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

97%

Synonym: [S-(R*,R*)]-(−)-Bis(-α-methylbenzyl)amine hydrochloride

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Properties

assay   97%
optical activity   [α]20/D −73.0°, c = 3 in ethanol
mp   261-263 °C (lit.)

Description

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. 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. It has also been used in a new method for the synthesis of β-aminophosphine derivatives of potential value as asymmetric ligands.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis

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Protocols & Articles
Peer-Reviewed Papers
15

References

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Description

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15145 (−)-Bis[(S)-1-phenylethyl]amine hydrochloride, ≥98.0% (AT)

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