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473707

Sigma-Aldrich

4,4-Dimethoxy-2-methyl-2-butanol

97%

Synonym(s):

β-Hydroxyisovaleraldehyde dimethyl acetal

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About This Item

Linear Formula:
(CH3O)2CHCH2C(CH3)2OH
CAS Number:
Molecular Weight:
148.20
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

Assay

97%

refractive index

n20/D 1.4226 (lit.)

density

0.956 g/mL at 25 °C (lit.)

SMILES string

COC(CC(C)(C)O)OC

InChI

1S/C7H16O3/c1-7(2,8)5-6(9-3)10-4/h6,8H,5H2,1-4H3

InChI key

RLJXZLBECCIWMU-UHFFFAOYSA-N

General description

4,4-Dimethoxy-2-methyl-2-butanol is an organic building block.

Application

4,4-Dimethoxy-2-methyl-2-butanol may be used in the microwave-mediated synthesis of 2,2-dimethyl-2H-chromones. It may also be used in the preparation of alkyl substituted 3′R,4′R-di-O-(-)-camphanoyl-2′,2′-dimethyldihydropyrano[2,3-f]chromone (DCP) analogs.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

152.6 °F - closed cup

Flash Point(C)

67 °C - closed cup


Certificates of Analysis (COA)

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Ting Zhou et al.
Tetrahedron letters, 51(33), 4382-4386 (2010-10-12)
A novel and efficient microwave-assisted one-pot reaction was developed to synthesize angular 2,2-dimethyl-2H-chromone containing compounds, which is the first and key step in the synthesis of potent DCK and DCP anti-HIV agents. The newly developed microwave synthesis conditions dramatically shortened
Ting Zhou et al.
Bioorganic & medicinal chemistry, 18(18), 6678-6689 (2010-08-24)
In a continued study, 23 3'R,4'R-di-O-(-)-camphanoyl-2',2'-dimethyldihydropyrano[2,3-f]chromone (DCP) derivatives (5-27) were synthesized, and screened for anti-HIV activity against both a non-drug-resistant NL4-3 strain and multiple reverse transcriptase (RT) inhibitor-resistant (RTMDR-1) strain, using 2-EDCP (4) and 2-MDCP (35) as controls. New DCP

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