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
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
![(3R-CIS)-(-)-2,3-DIHYDRO-7A-METHYL-3-PHENYLPYRROLO[2,1-B]OXAZOL-5(7AH)-ONE AldrichCPR](/deepweb/assets/sigmaaldrich/product/structures/331/849/c26e297c-540e-4e3b-a7e5-3058b8cf75dd/640/c26e297c-540e-4e3b-a7e5-3058b8cf75dd.png)
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
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
InChI key
UFQSRYWJCHFOQX-DGCLKSJQSA-N
Application
High levels of asymmetric induction have been obtained with this chiral bicyclic lactam in cycloadditions, alkylations, conjugate additions, annulations, and dihydroxylations.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Find documentation for the products that you have recently purchased in the Document Library.
Brengel, G.P. Meyers, A.I.
The Journal of Organic Chemistry, 61, 3230-3230 (1996)
Munchhoff, M.J. Meters, A.I.
The Journal of Organic Chemistry, 60, 7086-7086 (1995)
Andres, C.J. et al.
Tetrahedron Letters, 60, 3189-3189 (1995)
Romo, D. Meyers, A.I.
Tetrahedron, 47, 9503-9503 (1991)
Sandham, D.A. Meyers, A.I.
Journal of the Chemical Society. Chemical Communications, 2511-2511 (1995)
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