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460028

Sigma-Aldrich

(R)-(−)-2,2-Dimethyl-5-oxo-1,3-dioxolane-4-acetic acid

95%

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About This Item

Empirical Formula (Hill Notation):
C7H10O5
CAS Number:
113278-68-5
Molecular Weight:
174.15
MDL number:
MFCD00211272
UNSPSC Code:
12352005
PubChem Substance ID:
24869634
NACRES:
NA.22

assay

95%

form

solid

optical activity

[α]20/D −3.5°, c = 1 in chloroform

mp

108-112 °C (lit.)

SMILES string

CC1(C)O[C@H](CC(O)=O)C(=O)O1

InChI

1S/C7H10O5/c1-7(2)11-4(3-5(8)9)6(10)12-7/h4H,3H2,1-2H3,(H,8,9)/t4-/m1/s1

InChI key

IDQOCLIWDMZKBZ-SCSAIBSYSA-N

General description

(R)-(−)-2,2-Dimethyl-5-oxo-1,3-dioxolane-4-acetic acid can be used as an intermediate/starting material in the synthesis of (R)-isoserine, a glucagon receptor antagonist, blepharismone, and pheromone of Blepharisma japonicum.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Novel glucagon receptor antagonists with improved selectivity over the glucose-dependent insulinotropic polypeptide receptor
Kodra JT, et al.
Journal of medicinal chemistry, 51(17), 5387-5396 (2008)
Practical synthesis of blepharismone, a mating inducing pheromone of Blepharisma japonicum
Takihiro H, et al.
Tetrahedron Asymmetry, 17(16), 2339-2343 (2006)

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