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About This Item
Empirical Formula (Hill Notation):
C10H11NO2
CAS Number:
Molecular Weight:
177.20
Beilstein:
4782551
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
Assay
99%
form
powder
optical activity
[α]18/D +64°, c = 1 in chloroform
mp
88-90 °C
SMILES string
O=C1N[C@@H](CO1)Cc2ccccc2
InChI
1S/C10H11NO2/c12-10-11-9(7-13-10)6-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,11,12)/t9-/m1/s1
InChI key
OJOFMLDBXPDXLQ-SECBINFHSA-N
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Application
(R)-4-Benzyl-2-oxazolidinone may be used as a starting material in the synthesis of enantiopure carbocyclic nucleosides. It may also be used as a chiral auxiliary in the enantioselective synthesis of (2R,2′S)-erythro-methylphenidate.
Used in the synthesis of HIV protease inhibitors.
Versatile chiral auxiliary for asymmetric synthesis. For a recent review, see Aldrichimica Acta.
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)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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Find documentation for the products that you have recently purchased in the Document Library.
Synlett, 4, 679-683 (2004)
Enantioselective synthesis of (2S, 2' R)-erythro-methylphenidate.
Prashad M, et al.
Tetrahedron Asymmetry, 10(18), 3479-3482 (1999)
An efficient asymmetric approach to carbocyclic nucleosides: asymmetric synthesis of 1592U89, a potent inhibitor of HIV reverse transcriptase.
Crimmins MT and King BW.
The Journal of Organic Chemistry, 61, 4192-4193 (1996)
Ager, D.J., et al.
Aldrichimica Acta, 30, 3-3 (1997)
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