480118
3,4-Dimethoxyphenylboronic acid
≥95.0%
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About This Item
Linear Formula:
(CH3O)2C6H3B(OH)2
CAS Number:
Molecular Weight:
181.98
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
Product Name
3,4-Dimethoxyphenylboronic acid, ≥95.0%
InChI
1S/C8H11BO4/c1-12-7-4-3-6(9(10)11)5-8(7)13-2/h3-5,10-11H,1-2H3
SMILES string
COc1ccc(cc1OC)B(O)O
InChI key
RCVDPBFUMYUKPB-UHFFFAOYSA-N
assay
≥95.0%
mp
245-250 °C (lit.)
Quality Level
Related Categories
Application
3,4-Dimethoxyphenylboronic acid can be used:
- As a substrate in the cross-coupling reaction with 5,7-dichloropyrido[4,3-d]pyrimidine catalyzed by palladium.
- As a starting material for the synthesis of buflavine 1, a natural alkaloid.
- In one of the key synthetic steps for the preparation of lipidated malarial glycosylphosphatidylinositols (GPI) disaccharide.
- To prepare 3,3″,4,4″-tetramethoxy-1,1′:4′,1″-terphenyl by reacting with 1,4-dibromobenzene using Pd catalyst.
Other Notes
Contains varying amounts of anhydride
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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3, 3″, 4, 4″-Tetramethoxy-1, 1′: 4′, 1″-terphenyl
Pui L, et al.
Acta Crystallographica Section E, Structure Reports Online, 67(Pt 8), o1892-o1892 (2011)
Regioselective cross-coupling reactions and nucleophilic aromatic substitutions on a 5, 7-dichloropyrido [4, 3-d] pyrimidine scaffold
Jang M, et al.
Tetrahedron Letters, 47(50), 8917-8920 (2006)
Highly efficient synthesis of buflavine: a unique Amaryllidaceae alkaloid
Sahakitpichan P and Ruchirawat S
Tetrahedron Letters, 44(28), 5239-5241 (2003)
A Suzuki-Miyaura coupling mediated deprotection as key to the synthesis of a fully lipidated malarial GPI disaccharide
Liu X and Seeberger PH
Chemical Communications (Cambridge, England), 15, 1708-1709 (2004)
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