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433810

Sigma-Aldrich

(−)-Bis[(S)-1-phenylethyl]amine

99%

Synonym(s):

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

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About This Item

Linear Formula:
[C6H5CH(CH3)]2NH
CAS Number:
56210-72-1
Molecular Weight:
225.33
MDL number:
MFCD00243087
UNSPSC Code:
12352116
PubChem Substance ID:
24866982
NACRES:
NA.22

Assay

99%

form

liquid

optical activity

[α]/D −159°, c = 2 in ethanol

optical purity

ee: ≥99% (GLC)

refractive index

n20/D 1.5525 (lit.)

bp

86 °C/0.05 mmHg (lit.)

density

0.987 g/mL at 25 °C (lit.)

SMILES string

C[C@H](N[C@@H](C)c1ccccc1)c2ccccc2

InChI

1S/C16H19N/c1-13(15-9-5-3-6-10-15)17-14(2)16-11-7-4-8-12-16/h3-14,17H,1-2H3/t13-,14-/m0/s1

InChI key

NXLACVVNHYIYJN-KBPBESRZSA-N

Application

(−)-Bis[(S)-1-phenylethyl]amine can be used as:
  • A key intermediate in the synthesis of phosphoramidite (Feringa) ligands.
  • A reactant in the preparation of C(18)-C(24) unit of a novel macrolide compound lasonolide A.
  • A starting material in the synthesis of tacrine−huperzine A hybrid.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

>235.4 °F - closed cup

Flash Point(C)

> 113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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(R)-2, 2′-Binaphthoyl-(S, S)-di (1-phenylethyl) aminophosphine. scalable protocols for the syntheses of phosphoramidite (feringa) ligands
Organic Syntheses (2008)
Asymmetric synthesis of the C(18)-C(24) unit of lasonolide A
Nowakowski M and Hoffmann HMR
Tetrahedron Letters, 38(6), 1001-1004 (1997)
Enantioselective synthesis of tacrine-huperzine A hybrids. Preparative chiral MPLC separation of their racemic mixtures and absolute configuration assignments by X-ray diffraction analysis
Camps P, et al.
Tetrahedron Asymmetry, 9(5), 835-849 (1998)

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