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335304

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

Name: (<I>S</I>)-(+)-4-Isopropyl-3-propionyl-2-oxazolidinone
Brand: ALDRICH

98%

Synonym(s):

(S)-3-Propionyl-4-isopropyl-2-oxazolidinone

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About This Item

Empirical Formula (Hill Notation):

C₉H₁₅NO₃

CAS Number:

77877-19-1

Molecular Weight:

185.22

UNSPSC Code:

12352005

NACRES:

NA.22

PubChem Substance ID:

24860302

MDL number:

MFCD00043401

Beilstein/REAXYS Number:

3542849

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Properties

assay

98%

form

liquid

optical activity

[α]25/D +93°, c = 8.7 in methylene chloride

refractive index

n20/D 1.464 (lit.)

bp

102-106 °C/0.75 mmHg (lit.)

density

1.094 g/mL at 25 °C (lit.)

SMILES string

CCC(=O)N1[C@H](COC1=O)C(C)C

InChI

1S/C9H15NO3/c1-4-8(11)10-7(6(2)3)5-13-9(10)12/h6-7H,4-5H2,1-3H3/t7-/m1/s1

InChI key

HOWPHXVPNNPSAZ-SSDOTTSWSA-N

Description

Application

(S)-(+)-4-Isopropyl-3-propionyl-2-oxazolidinone can be used as a building block to prepare:

(25S)-cholestenoic-26-acid, a potent ligand for the hormonal DAF-12 receptor in Caenorhabditis elegans
doliculide

Other Notes

Versatile chiral auxiliary for asymmetric synthesis. For a recent review, see Aldrichimica Acta .

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

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