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MilliporeSigma

340529

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

99%

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5 G

$79.00

$79.00

Estimated to ship onFebruary 04, 2026Details

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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

Key Documents

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Quality Level

100

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

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This Item
402451458775298891
(4S,5R)-(−)-4-Methyl-5-phenyl-2-oxazolidinone 99%

Sigma-Aldrich

340529

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

(R)-(−)-4-Phenyl-2-oxazolidinone 98%

Sigma-Aldrich

402451

(R)-(−)-4-Phenyl-2-oxazolidinone

(S)-(+)-4-Benzyl-3-propionyl-2-oxazolidinone 99%

Sigma-Aldrich

458775

(S)-(+)-4-Benzyl-3-propionyl-2-oxazolidinone

(4R,5S)-(+)-4-Methyl-5-phenyl-2-oxazolidinone 99%

Sigma-Aldrich

298891

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

assay

99%

assay

98%

assay

99%

assay

99%

functional group

phenyl

functional group

phenyl

functional group

phenyl

functional group

-

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

optical activity

[α]25/D −168°, c = 2 in chloroform

optical activity

[α]25/D −48°, c = 2 in chloroform

optical activity

[α]20/D +97°, c = 1 in ethanol

optical activity

[α]18/D +168°, c = 2 in chloroform

mp

121-123 °C (lit.)

mp

131-133 °C (lit.)

mp

44-46 °C (lit.)

mp

121-123 °C (lit.)

optical purity

ee: 99% (HPLC)

optical purity

-

optical purity

ee: 99% (HPLC)

optical purity

ee: 98% (GLC)

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[1] and (+)-pumiliotoxin B.[2]
Versatile chiral auxiliary for asymmetric synthesis. For a review, see Aldrichimica Acta.[3]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

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

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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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