N-Methyl-O-methyl-L-tyrosine hydrochloride
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N-Methyl-O-methyl-L-tyrosine hydrochloride

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Category
L-Amino Acids
Catalog number
BAT-005633
CAS number
52939-33-0
Molecular Formula
C11H15NO3·HCl
Molecular Weight
245.70
N-Methyl-O-methyl-L-tyrosine hydrochloride
IUPAC Name
(2S)-3-(4-methoxyphenyl)-2-(methylamino)propanoic acid
Synonyms
N-Me-L-Tyr(Me)-OH HCl; N-Me-p-methoxy-Phe-OH hydrochloride; N-Methyl-4-methoxy-L-phenylalanine hydrochloride
Purity
≥ 99% (HPLC)
Melting Point
248-252 °C
Storage
Store at 2-8°C
InChI
InChI=1S/C11H15NO3/c1-12-10(11(13)14)7-8-3-5-9(15-2)6-4-8/h3-6,10,12H,7H2,1-2H3,(H,13,14)/t10-/m0/s1
InChI Key
QESMMBKGCOSBNL-JTQLQIEISA-N
Canonical SMILES
CNC(CC1=CC=C(C=C1)OC)C(=O)O
1. 1-Haloacylpiperazines
S Groszkowski, J Sienkiewicz, L Korzycka Pol J Pharmacol Pharm. 1975 Apr-Jun;27(2):183-6.
By direct acylation of piperazine with halogenocarboxylic acid chlorides in acid medium, the hydrochlorides of 1-haloacylpiperazines were obtained.
2. Metal-free and regiospecific synthesis of 3-arylindoles
Chuangchuang Xu, Wenlai Xie, Jiaxi Xu Org Biomol Chem. 2020 Apr 8;18(14):2661-2671. doi: 10.1039/d0ob00317d.
A convenient, metal-free, and organic acid-base promoted synthetic method to prepare 3-arylindoles from 3-aryloxirane-2-carbonitriles and arylhydrazine hydrochlorides has been developed. In the reaction, the organic acid catalyzes a tandem nucleophilic ring-opening reaction of aryloxiranecarbonitriles and arylhydrazine hydrochlorides and Fischer indolization. The organic base triethylamine plays a crucial role in the final elimination step in the Fischer indole synthesis, affording 3-arylindoles regiospecifically. The reaction features advantages of microwave acceleration, non-metal participation, short reaction time, organic acid-base co-catalysis, and broad substrate scope.
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