Documents

458562

Sigma-Aldrich

(3R-cis)-(−)-2,3-Dihydro-7a-methyl-3-phenylpyrrolo[2,1-b]oxazol-5(7aH)-one

98%

Empirical Formula (Hill Notation):
C13H13NO2
CAS Number:
Molecular Weight:
215.25
MDL number:
PubChem Substance ID:

assay

98%

optical activity

[α]20/D −124°, c = 1 in chloroform

optical purity

ee: ≥99% (HPLC)

mp

90-92 °C (lit.)

SMILES string

C[C@@]12OC[C@H](N1C(=O)C=C2)c3ccccc3

Application

High levels of asymmetric induction have been obtained with this chiral bicyclic lactam in cycloadditions, alkylations, conjugate additions, annulations, and dihydroxylations.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

3

Certificate of Analysis
Certificate of Origin
Fray, A.H. Meyers, A.I.
The Journal of Organic Chemistry, 61, 3362-3362 (1996)
Munchhoff, M.J. Meyers, A.I.
The Journal of Organic Chemistry, 60, 7084-7084 (1995)
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)
Munchhoff, M.J. Meters, A.I.
The Journal of Organic Chemistry, 60, 7086-7086 (1995)

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