Skip to Content
Merck
All Photos(1)

Key Documents

340529

Sigma-Aldrich

(4S,5R)-(−)-4-Methyl-5-phenyl-2-oxazolidinone

99%

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C10H11NO2
CAS Number:
Molecular Weight:
177.20
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

optical activity

[α]25/D −168°, c = 2 in chloroform

optical purity

ee: 99% (HPLC)

mp

121-123 °C (lit.)

functional group

phenyl

SMILES string

C[C@@H]1NC(=O)O[C@@H]1c2ccccc2

InChI

1S/C10H11NO2/c1-7-9(13-10(12)11-7)8-5-3-2-4-6-8/h2-7,9H,1H3,(H,11,12)/t7-,9-/m0/s1

InChI key

PPIBJOQGAJBQDF-CBAPKCEASA-N

Application

(4S,5R)-(-)-4-Methyl-5-phenyl-2-oxazolidinone may be used to synthesize (4S,5R)-N-tert-butyloxycarbonyl)-4-methyl-5-carboxy-2-oxazolidinone and (+)-pumiliotoxin B.
Versatile chiral auxiliary for asymmetric synthesis. For a 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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Antibody catalysis of peptidyl-prolyl cis-trans isomerization in the folding of RNase T1.
Ma L, et al.
Proceedings of the National Academy of Sciences of the USA, 95(13), 7251-7256 (1998)
Efficient Total Syntheses of Pumiliotoxins A and B. Applications of Iodide-Promoted Iminium Ion- Alkyne Cyclizations in Alkaloid Construction.
Lin N-H, et al.
Journal of the American Chemical Society, 118(38), 9062-9072 (1996)
Ager, D.J., et al.
Aldrichimica Acta, 30, 3-3 (1997)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service