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166979

Dimethyl 3-hydroxyglutarate

Name: Dimethyl 3-hydroxyglutarate
Brand: ALDRICH

98%

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About This Item

Linear Formula:

CH₃OCOCH₂CH(OH)CH₂COOCH₃

CAS Number:

7250-55-7

Molecular Weight:

176.17

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24850190

MDL number:

MFCD00042841

Beilstein/REAXYS Number:

1776666

Assay:

98%

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Properties

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.)

SMILES string

COC(=O)CC(O)CC(=O)OC

InChI

1S/C7H12O5/c1-11-6(9)3-5(8)4-7(10)12-2/h5,8H,3-4H2,1-2H3

InChI key

CUPGMRSSZADEIW-UHFFFAOYSA-N

Description

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

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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)

Global Trade Item Number

SKU	GTIN
166979-5G	04061837497971