458570
(3S-cis)-(+)-2,3-Dihydro-7a-methyl-3-phenylpyrrolo[2,1-b]oxazol-5(7aH)-one
98%
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About This Item
Empirical Formula (Hill Notation):
C13H13NO2
CAS Number:
Molecular Weight:
215.25
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
Assay:
98%
InChI
1S/C13H13NO2/c1-13-8-7-12(15)14(13)11(9-16-13)10-5-3-2-4-6-10/h2-8,11H,9H2,1H3/t11-,13-/m1/s1
SMILES string
C[C@]12OC[C@@H](N1C(=O)C=C2)c3ccccc3
InChI key
UFQSRYWJCHFOQX-DGCLKSJQSA-N
assay
98%
optical activity
[α]20/D +124°, c = 1 in chloroform
optical purity
ee: ≥99% (HPLC)
mp
90-92 °C (lit.)
functional group
ether, phenyl
Application
High levels of asymmetric induction have been obtained with this chiral bicyclic lactam in cycloadditions, alkylations, conjugate additions, annulations, and dihydroxylations.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
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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Brengel, G.P. Meyers, A.I.
The Journal of Organic Chemistry, 61, 3230-3230 (1996)
Andres, C.J. et al.
Tetrahedron Letters, 60, 3189-3189 (1995)
Romo, D. Meyers, A.I.
Tetrahedron, 47, 9503-9503 (1991)
Munchhoff, M.J. Meters, A.I.
The Journal of Organic Chemistry, 60, 7086-7086 (1995)
Andres, C.S. Meyers, A.I.
Tetrahedron Letters, 36, 3491-3491 (1995)
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