Skip to Content
MilliporeSigma
All Photos(1)

Documents

56655

Sigma-Aldrich

(−)-Methyl (R)-3-hydroxyvalerate

≥98.0% (sum of enantiomers, GC)

Synonym(s):

(−)-Methyl (R)-3-hydroxypentanoate

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C6H12O3
CAS Number:
60793-22-8
Molecular Weight:
132.16
Beilstein/REAXYS Number:
4655380
MDL number:
MFCD00077796
UNSPSC Code:
12352108
PubChem Substance ID:
57651591
NACRES:
NA.22

Quality Level

100

assay

≥98.0% (sum of enantiomers, GC)

optical activity

[α]20/D −37±3°, c = 1% in chloroform

refractive index

n20/D 1.427

bp

68-70 °C/5 mmHg (lit.)

density

1.029 g/mL at 20 °C (lit.)

SMILES string

CC[C@@H](O)CC(=O)OC

InChI

1S/C6H12O3/c1-3-5(7)4-6(8)9-2/h5,7H,3-4H2,1-2H3/t5-/m1/s1

InChI key

XHFXKKFVUDJSPJ-RXMQYKEDSA-N

Related Categories

Application

  • Preparation of single-enantiomer 2-methyl-4-heptanol, a pheromone of Metamasius hemipterus, using (S)-2-methoxy-2-(1-naphthyl)propionic acid.: This research outlines the synthesis of a single-enantiomer pheromone compound using (S)-2-methoxy-2-(1-naphthyl)propionic acid. The process highlights the importance of enantiopure intermediates like (−)-Methyl (R)-3-hydroxyvalerate in the synthesis of biologically active compounds (Ichikawa and Ono, 2006).

Other Notes

Chiral building block for EPC syntheses; selective anti-alkylation of its dianion; OH protection and reduction of ester group to aldehyde or alcohol functions; stereoselective preparation of a dioxanone with pivalaldehyde

wgk_germany

WGK 3

flash_point_f

168.8 °F

flash_point_c

76 °C

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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’.

Already Own This Product?

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

Visit the Document Library

K. Mori et al.
Tetrahedron, 41, 919-919 (1985)
K. Mori et al.
Liebigs Ann. Chem., 159-159 (1990)
P. DeShong et al.
Tetrahedron Letters, 27, 2091-2091 (1986)
G. Frater
Helvetica Chimica Acta, 62, 2825-2825 (1979)
J. Zimmermann et al.
Helvetica Chimica Acta, 70, 1104-1104 (1987)
View All Related Papers

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