141216
(3,4-Dimethoxyphenyl)acetone
97%
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About This Item
Linear Formula:
(CH3O)2C6H3CH2COCH3
CAS Number:
Molecular Weight:
194.23
UNSPSC Code:
12352100
PubChem Substance ID:
EC Number:
212-285-0
MDL number:
InChI key
UMYZWICEDUEWIM-UHFFFAOYSA-N
InChI
1S/C11H14O3/c1-8(12)6-9-4-5-10(13-2)11(7-9)14-3/h4-5,7H,6H2,1-3H3
SMILES string
COc1ccc(CC(C)=O)cc1OC
assay
97%
form
liquid
refractive index
n20/D 1.5358 (lit.)
density
1.115 g/mL at 25 °C (lit.)
General description
3,4-Dimethoxyphenylacetone undergoes asymmetric amination catalyzed by Brevibacterium linens IFO 12141 strain to yield corresponding optically active amine.
Application
3,4-Dimethoxyphenylacetone was used as starting material in the synthesis of α-methyl-dopa, an important nonproteogenic α-amino acid for pharmaceutical applications.
Storage Class
12 - Non Combustible Liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves
Regulatory Information
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Asymmetric amination of 4-methoxyphenylacetone and its related compounds with microorganisms.
Nakamichi K, et al.
Applied Microbiology and Biotechnology, 33(6), 637-640 (1990)
W H Boesten et al.
Organic letters, 3(8), 1121-1124 (2001-05-12)
[reaction: see text]. Diastereoselective Strecker reactions based on (R)-phenylglycine amide as chiral auxiliary are reported. The Strecker reaction is accompanied by an in situ crystallization-induced asymmetric transformation, whereby one diastereomer selectively precipitates and can be isolated in 76-93% yield and
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