166979
Dimethyl 3-hydroxyglutarate
98%
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About This Item
Linear Formula:
CH3OCOCH2CH(OH)CH2COOCH3
CAS Number:
Molecular Weight:
176.17
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1776666
Assay:
98%
InChI
1S/C7H12O5/c1-11-6(9)3-5(8)4-7(10)12-2/h5,8H,3-4H2,1-2H3
SMILES string
COC(=O)CC(O)CC(=O)OC
InChI key
CUPGMRSSZADEIW-UHFFFAOYSA-N
assay
98%
refractive index
n20/D 1.442 (lit.)
bp
139-140 °C/8 mmHg (lit.)
density
1.192 g/mL at 25 °C (lit.)
General description
Enantioselective hydrolysis and ammonolysis of dimethyl-3-hydroxyglutarate has been studied using immobilized lipase B isolated from Candida antarctica.
Application
Dimethyl 3-hydroxyglutarate was used in the synthesis of two chiral fragments representing C1-11 and C12-25 of the polyene macrolide pimaricin.
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
235.4 °F - closed cup
flash_point_c
113 °C - closed cup
ppe
Eyeshields, Gloves
Regulatory Information
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Find documentation for the products that you have recently purchased in the Document Library.
A convergent synthetic strategy for the polyene macrolide pimaricin.
Brooks DW and Palmer JT.
Tetrahedron Letters, 24(30), 3059-3062 (1983)
Enantioselective enzymatic preparation of chiral glutaric monocarboxylic acids and amides.
Jacobsen EE, et al.
Journal of Molecular Catalysis. B, Enzymatic, 21(1), 55-58 (2003)
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