457760
(R)-(−)-N-Benzyl-2-phenylglycinol
98%
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About This Item
Linear Formula:
C6H5CH2NHCH(C6H5)CH2OH
CAS Number:
Molecular Weight:
227.30
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
InChI
1S/C15H17NO/c17-12-15(14-9-5-2-6-10-14)16-11-13-7-3-1-4-8-13/h1-10,15-17H,11-12H2/t15-/m0/s1
SMILES string
OC[C@H](NCc1ccccc1)c2ccccc2
InChI key
FTFBWZQHBTVPEO-HNNXBMFYSA-N
assay
98%
optical activity
[α]21/D −80°, c = 0.85 in ethanol
reaction suitability
reaction type: solution phase peptide synthesis
bp
87-90 °C (lit.)
application(s)
peptide synthesis
Application
Used for the asymmetric synthesis of α-amino phosphonic acids. Starting material for a practical route to optically pure β-substituted amines.
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
Regulatory Information
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Catherine Maury et al.
The Journal of organic chemistry, 61(11), 3687-3693 (1996-05-31)
A simple and general asymmetric synthesis of alpha-amino phosphonic acids is described. The method involves the highly selective addition of trialkyl phosphite onto various chiral oxazolidines. Oxazaphosphorinanes thus obtained with an excellent diastereoselectivity furnish the corresponding (S)-alpha-substituted amino phosphonic acids
Micouin, L. et al.
Tetrahedron Letters, 35, 7223-7223 (1994)
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