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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.)

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

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

340529-BULK:
340529-250MG:
340529-1G:
340529-VAR:
340529-5G:

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Certificates of Analysis (COA)

Lot/Batch Number
MKBW7564V
13821KH
04805EE
10521AD
14203KN

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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)

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