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340529

Sigma-Aldrich

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

99%

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About This Item

Empirical Formula (Hill Notation):
C10H11NO2
CAS Number:
16251-45-9
Molecular Weight:
177.20
MDL number:
MFCD00066226
UNSPSC Code:
12352005
PubChem Substance ID:
24860823
NACRES:
NA.22

Assay

99%

optical activity

[α]25/D −168°, c = 2 in chloroform

optical purity

ee: 99% (HPLC)

mp

121-123 °C (lit.)

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

Related Categories

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

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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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)
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)
Ager, D.J., et al.
Aldrichimica Acta, 30, 3-3 (1997)

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