Dimethyl 3-hydroxyglutarate
- Product Name
- Dimethyl 3-hydroxyglutarate
- CAS No.
- 7250-55-7
- Chemical Name
- Dimethyl 3-hydroxyglutarate
- Synonyms
- Nsc30047;55275_FLUKA;NISTC7250557;166979_ALDRICH;3-hydroxyglutarate;Dimethyl 3-hydroxygl;DIMETHYL 3-HYDROXYGLUTARATE;Dimethyl 3-hydroxyglutarate 98%;Dimethyl 3-hydroxypentanedioate;1,5-dimethyl 3-hydroxypentanedioate
- CBNumber
- CB1396199
- Molecular Formula
- C7H12O5
- Formula Weight
- 176.17
- MOL File
- 7250-55-7.mol
Dimethyl 3-hydroxyglutarate Property
- Boiling point:
- 139-140 °C/8 mmHg (lit.)
- Density
- 1.192 g/mL at 25 °C (lit.)
- refractive index
- n20/D 1.442(lit.)
- Flash point:
- >230 °F
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform
- form
- Oil
- pka
- 12.60±0.20(Predicted)
- color
- Clear colourless to Pale Yellow
- BRN
- 1776666
- InChI
- InChI=1S/C7H12O5/c1-11-6(9)3-5(8)4-7(10)12-2/h5,8H,3-4H2,1-2H3
- InChIKey
- CUPGMRSSZADEIW-UHFFFAOYSA-N
- SMILES
- C(OC)(=O)CC(O)CC(OC)=O
- CAS DataBase Reference
- 7250-55-7(CAS DataBase Reference)
- NIST Chemistry Reference
- Glutaric acid, 3-hydroxy-, dimethyl ester(7250-55-7)
Safety
- Safety Statements
- 23-24/25
- WGK Germany
- 3
- HS Code
- 29181990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
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
- 166979
- Product name
- Dimethyl 3-hydroxyglutarate
- Purity
- 98%
- Packaging
- 5g
- Price
- $91.2
- Updated
- 2023/01/07
- Product number
- 22919
- Product name
- 3-Hydroxyglutaric Acid dimethyl ester
- Purity
- ≥95%
- Packaging
- 1g
- Price
- $26
- Updated
- 2024/03/01
- Product number
- 22919
- Product name
- 3-Hydroxyglutaric Acid dimethyl ester
- Purity
- ≥95%
- Packaging
- 5g
- Price
- $71
- Updated
- 2024/03/01
- Product number
- 22919
- Product name
- 3-Hydroxyglutaric Acid dimethyl ester
- Purity
- ≥95%
- Packaging
- 10g
- Price
- $128
- Updated
- 2024/03/01
- Product number
- 22919
- Product name
- 3-Hydroxyglutaric Acid dimethyl ester
- Purity
- ≥95%
- Packaging
- 25g
- Price
- $255
- Updated
- 2024/03/01
Dimethyl 3-hydroxyglutarate Chemical Properties,Usage,Production
Chemical Properties
Off-White to Pale Yellow Oil
Uses
Dimethyl 3-hydroxyglutarate was used in the synthesis of two chiral fragments representing C1-11 and C12-25 of the polyene macrolide pimaricin.
Uses
Glutaric Acid derivative
General Description
Enantioselective hydrolysis and ammonolysis of dimethyl-3-hydroxyglutarate has been studied using immobilized lipase B isolated from Candida antarctica.
Synthesis
1830-54-2
7250-55-7
To a stirred solution of dimethyl 3-oxoglutarate (17.7 mL, 120.6 mmol) in methanol (315 mL) at 0 °C was added sodium borohydride (3.9 g, 102.5 mmol) in batches. After the reaction mixture was brought to room temperature, the reaction was continued with stirring for 24 hours. Upon completion of the reaction, the pH of the reaction mixture was adjusted to 5-6 by adding solid citric acid to quench the reaction. Subsequently, silica gel (about 1 g) was added to the reaction mixture and the solvent was removed by rotary evaporation. The residue was purified by silica gel column chromatography (eluent: ethyl acetate/hexane, 1:1) to afford dimethyl 3-hydroxyglutarate (19.98 g, 94% yield) as a colorless oil.
References
[1] Journal of the Brazilian Chemical Society, 2011, vol. 22, # 1, p. 172 - 175
[2] Bioorganic and Medicinal Chemistry Letters, 2015, vol. 25, # 17, p. 3650 - 3653
[3] Journal of Organic Chemistry, 1988, vol. 53, # 7, p. 1567 - 1569
[4] RSC Advances, 2016, vol. 6, # 27, p. 22737 - 22748
[5] Journal of the American Chemical Society, 2009, vol. 131, # 49, p. 17980 - 17985
Dimethyl 3-hydroxyglutarate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Dimethyl 3-hydroxyglutarate manufacturers
- Product
- Dimethyl 3-hydroxyglutarate 7250-55-7
- Price
- US $1.00/kg
- Min. Order
- 1kg
- Purity
- 95%-99%
- Supply Ability
- as request
- Release date
- 2018-12-24