Skip to Content
Merck
CN

335304

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

98%

Synonym(s):

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

Sign In to View Organizational & Contract Pricing.

Select a Size

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

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

(S)-(+)-4-Isopropyl-3-propionyl-2-oxazolidinone, 98%

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

SMILES string

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

InChI key

HOWPHXVPNNPSAZ-SSDOTTSWSA-N

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.)

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)

Regulatory Information

新产品
This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKAA2193V
MKAA2193
06317HD
12309PZ
12113TQ

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.

Search for a COA

Already Own This Product?

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

Visit the Document Library

K Iseki et al.
Chemical & pharmaceutical bulletin, 43(11), 1897-1901 (1995-11-01)
A new fluorinated analog of vitamin D2, 24-epi-26,26,26,27,27,27-hexafluoro- 1 alpha,25-dihydroxyvitamin D2, was efficiently synthesized starting from (R)-4-isopropyl-3-propionyl-2- oxazolidinone with high stereochemical control. In all four physiological test systems, the fluorinate vitamin D2 analog was found to be slightly less active
Stereoselective synthesis of the hormonally active (25 S)-δ7-dafachronic acid,(25 S)-δ4-dafachronic acid,(25 S)-dafachronic acid, and (25 S)-cholestenoic acid.
Martin R, et al.
Organic & Biomolecular Chemistry, 6(23), 4293-4295 (2008)
Enantioselective total synthesis of doliculide, a potent cytotoxic cyclodepsipeptide of marine origin and structure-cytotoxicity relationships of synthetic doliculide congeners
Hiroyuki I, et al.
Tetrahedron, 50(45), 12853-12882 (1994)
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