ChemicalBook > CAS DataBase List > 3-isobutylglutaric anhydride

3-isobutylglutaric anhydride

Product Name
3-isobutylglutaric anhydride
CAS No.
185815-59-2
Chemical Name
3-isobutylglutaric anhydride
Synonyms
PREGABALIN DIONE IMP;Pregabalin Impurity 71;Pregabalin Pyrandione IMP;PREGABALIN DIONE IMPURITY;3-isobutylglutaric anhydride;Pregabalin Pyrandione Impurity;4-(2-methylpropyl)oxane-2,6-dione;4-isobutyl-dihydro-3H-pyran-2,6-dione;4-Isobutyldihydro-2H-pyran-2,6(3H)-dione;3-isobutylglutaric anhydride ISO 9001：2015 REACH
CBNumber
CB71459437
Molecular Formula
C9H14O3
Formula Weight
170.21
MOL File
185815-59-2.mol
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3-isobutylglutaric anhydride Property

Boiling point:
279.3±9.0 °C(Predicted)
Density 
1.054
storage temp. 
Storage temp. 2-8°C
Appearance
Yellow to brown Liquid
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Safety

HS Code 
2917198090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
I784850
Product name
3-IsobutylglutaricAnhydride
Packaging
1g
Price
$145
Updated
2021/12/16
AK Scientific
Product number
8454CS
Product name
3-Isobutylglutaricanhydride
Packaging
10g
Price
$82
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
65642
Product name
3-IsobutylglutaricAnhydride
Packaging
1g
Price
$640
Updated
2021/12/16
Ambeed
Product number
A141653
Product name
4-Isobutyldihydro-2H-pyran-2,6(3H)-dione
Purity
95%
Packaging
1g
Price
$6
Updated
2021/12/16
Ambeed
Product number
A141653
Product name
4-Isobutyldihydro-2H-pyran-2,6(3H)-dione
Purity
95%
Packaging
5g
Price
$10
Updated
2021/12/16
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3-isobutylglutaric anhydride Chemical Properties,Usage,Production

Uses

3-Isobutylglutaric anhydride is an impurity of Pregabalin (P704800), a ligand for the alpha-2-delta subunit of voltage-gated calcium channels that exhibits anticonvulsant and analgesic activity.

Synthesis

75143-89-4

185815-59-2

General procedure for the synthesis of 4-isobutyldihydro-2H-pyran-2,6(3H)-dione from 3-isobutylglutaric acid: 3-isobutylglutaric acid (50 g, 266 mmol) was dissolved in propionic anhydride (130 ml), and the reaction mixture was heated and refluxed for 6 h at 140-145 °C. Upon completion of the reaction, propionic acid and unreacted propionic anhydride were removed by distillation under reduced pressure (30-60 °C/15 mm Hg). Subsequently, the product was collected at 100-105 °C/0.5 mm Hg to afford 4-isobutyldihydro-2H-pyran-2,6(3H)-dione as a yellow oil in a yield of 41 g (91% yield) with a GC purity of >98% (HP-1,25 m, 70 kPa, gradient 70-240 °C, 15 °C/min). The structure of the product was confirmed by 1H NMR (CDCl3) and 13C NMR (CDCl3): 1H NMR (CDCl3), δ/ppm: 0.91 (d, 6H, J=6.6Hz), 1.27 (t, 2H, J=7.1Hz), 1.61-1.75 (m, 1H), 2.12-2.50 (m, 3H), 2.85 (dd , 2H, J1=17Hz, J2=4.1Hz); 13C NMR (CDCl3), δ/ppm: 21.86,24.23,25.89,35.43,43.08,166.48.

References

[1] Patent: WO2008/9897, 2008, A1. Location in patent: Page/Page column 8-9
[2] Patent: WO2012/93411, 2012, A2. Location in patent: Page/Page column 18
[3] Journal of the Chemical Society, 1954, p. 516,519
[4] Patent: WO2007/35789, 2007, A1. Location in patent: Page/Page column 30
[5] Patent: WO2009/4643, 2009, A2. Location in patent: Page/Page column 26

3-isobutylglutaric anhydride Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 3-isobutylglutaric anhydride manufacturers

Henan Aochuang Chemical Co.,Ltd.
Product
3-isobutylglutaric anhydride 185815-59-2
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-10-13
Shaanxi Dideu Medichem Co. Ltd
Product
3-isobutylglutaric anhydride 185815-59-2
Price
US $0.00-0.00/KG
Min. Order
10g
Purity
99.0%+
Supply Ability
100 tons
Release date
2019-12-25
Shaanxi Dideu Medichem Co. Ltd
Product
3-isobutylglutaric anhydride 185815-59-2
Price
US $0.00-0.00/Kg
Min. Order
1KG
Purity
99.0%+
Supply Ability
100 tons
Release date
2020-01-14

185815-59-2, 3-isobutylglutaric anhydrideRelated Search:

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  • 3-isobutylglutaric anhydride
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