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
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
Safety
- HS Code
- 2917198090
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.
N-Bromosuccinimide Price
- Product number
- I784850
- Product name
- 3-IsobutylglutaricAnhydride
- Packaging
- 1g
- Price
- $145
- Updated
- 2021/12/16
- Product number
- 8454CS
- Product name
- 3-Isobutylglutaricanhydride
- Packaging
- 10g
- Price
- $82
- Updated
- 2021/12/16
- Product number
- 65642
- Product name
- 3-IsobutylglutaricAnhydride
- Packaging
- 1g
- Price
- $640
- Updated
- 2021/12/16
- Product number
- A141653
- Product name
- 4-Isobutyldihydro-2H-pyran-2,6(3H)-dione
- Purity
- 95%
- Packaging
- 100g
- Price
- $105
- Updated
- 2021/12/16
- Product number
- CD11178203
- Product name
- 4-Isobutyldihydro-2H-pyran-2,6(3H)-dione
- Purity
- 95+%
- Packaging
- 1g
- Price
- $208
- Updated
- 2021/12/16
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
- 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
- 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
- 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