331899
(1R,2S)-(−)-2-Amino-1,2-diphenylethanol
99%
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About This Item
Linear Formula:
C6H5CH(NH2)CH(C6H5)OH
CAS Number:
Molecular Weight:
213.28
UNSPSC Code:
12352116
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2806218
Assay:
99%
Form:
solid
InChI
1S/C14H15NO/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,13-14,16H,15H2/t13-,14+/m0/s1
SMILES string
N[C@H]([C@H](O)c1ccccc1)c2ccccc2
InChI key
GEJJWYZZKKKSEV-UONOGXRCSA-N
assay
99%
form
solid
optical activity
[α]25/D −7.0°, c = 0.6 in ethanol
mp
142-144 °C (lit.)
functional group
amine, hydroxyl, phenyl
Related Categories
Application
Chiral auxiliary used for Pd(II)-assisted chiral tandem alkylation and carbonylative coupling reactions.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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J.J. Masters et al.
The Journal of Organic Chemistry, 56, 5666-5666 (1991)
J.J. Masters et al.
The Journal of Organic Chemistry, 58, 4547-4547 (1993)
Michael L Berger et al.
Bioorganic & medicinal chemistry, 17(9), 3456-3462 (2009-04-07)
We resolved 1,2-diphenylethylamine (DPEA) into its (S)- and (R)-enantiomer and used them as precursors for synthesis of (S)- and (R)-1-(1,2-diphenylethyl)piperidine, flexible homeomorphs of the NMDA channel blocker MK-801. We also describe the synthesis of the dicyclohexyl analogues of DPEA. These
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