429813
(−)-N-Boc-D-α-phenylglycinol
99%
Synonym(s):
(R)-(−)-2-(Boc-amino)-2-phenylethanol
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About This Item
Linear Formula:
(CH3)3CO2CNHCH(C6H5)CH2OH
CAS Number:
Molecular Weight:
237.29
PubChem Substance ID:
UNSPSC Code:
12352200
Beilstein/REAXYS Number:
4688248
MDL number:
SMILES string
CC(C)(C)OC(=O)N[C@@H](CO)c1ccccc1
InChI
1S/C13H19NO3/c1-13(2,3)17-12(16)14-11(9-15)10-7-5-4-6-8-10/h4-8,11,15H,9H2,1-3H3,(H,14,16)/t11-/m0/s1
InChI key
IBDIOGYTZBKRGI-NSHDSACASA-N
assay
99%
form
solid
optical activity
[α]19/D −38°, c = 1 in chloroform
optical purity
ee: 99% (GLC)
reaction suitability
reaction type: Boc solid-phase peptide synthesis
mp
137-139 °C (lit.)
application(s)
peptide synthesis
Application
Used for the synthesis of homochiral N-protected β-amino sulfoxides and α-amino acids. Chiral synthon, which undergoes heterocyclizations. Precursor to chiral oxazolidinones.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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Cox, G.G. Harwood, L.M.
Tetrahedron Asymmetry, 5, 1669-1669 (1994)
Siedlecka, R. Skarzewski, J.
Synlett, 757-757 (1996)
Agami, C. et al.
Bulletin de la Societe Chimique De France, 132, 808-808 (1995)
Agami, C. et al.
Tetrahedron Letters, 34, 4509-4509 (1993)
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