33605-56-0

Basic information

• Product Name: H-D-3,4-DMP-OH
• Synonyms: H-D-3,4-DMP-OH;3-Methoxy-O-methyl-D-Tyrosine;(2R)-2-AMINO-3-(3,4-DIMETHOXYPHENYL)PROPANOIC ACID;3,4-Dimethoxy-D-phenylalanine;(R)-2-amino-3-(3,4-dimethoxyphenyl)propanoic acid
• CAS NO: 33605-56-0
• Molecular Formula: C₁₁H₁₅NO₄
• Molecular Weight: 225.2411
• Mol File: 33605-56-0.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: H-D-3,4-DMP-OH(CAS DataBase Reference)
• NIST Chemistry Reference: H-D-3,4-DMP-OH(33605-56-0)
• EPA Substance Registry System: H-D-3,4-DMP-OH(33605-56-0)

Safety Data

• Hazardous Substances Data: 33605-56-0(Hazardous Substances Data)

Usage

General Description

H-D-3,4-DMP-OH, also known as 3,4-dimethoxyphenethylamine hydrochloride, is a chemical compound that belongs to the family of phenethylamines. It is a derivative of dopamine and acts as a potent neurotransmitter in the brain. H-D-3,4-DMP-OH is commonly used in research as a tool to study the function of dopamine receptors and to investigate the mechanisms underlying various neurological and psychiatric disorders. H-D-3,4-DMP-OH has also been studied for its potential therapeutic applications in the treatment of conditions such as Parkinson's disease, depression, and schizophrenia. Additionally, it has been implicated in the regulation of mood, reward, and motor control.

Upstream product

• 148806-54-6 3-(3,4-dimethoxyphenyl)alanine ethyl ester 
• 59624-86-1 (R)-1,1-dimethylethyl 2-amino-3-(3,4-dimethoxyphenyl)propanoate 
• 56-40-6 glycine 
• 7306-46-9 4-chloromethyl-1,2-dimethoxy-benzene 

Downstream Products

• 5796-17-8 D-Dopa 
• 78392-35-5 2-amino-3-(3,4-dimethoxybenz-1-yl)propanoic acid methyl ester 
• 163957-35-5 (2R)-2-amino-3-(3,4-dimethoxyphenyl)propan-1-ol 

Relevant articles and documents

Enantioselective synthesis of (R)-3-(3,4-dihydroxyphenyl)alanine from tert-butyl glycinate

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GENERAL METHOD FOR THE ASYMMETRIC SYNTHESIS OF α-AMINO ACIDS VIA ALKYLATION OF THE CHIRAL NICKEL(II) SCHIFF BASE COMPLEXES OF GLYCINE AND ALANINE

Nickel(II) complexes of Schiff bases derived from (S)-o-benzaldehyde and alanine (3), or (S)-O-benzophenone and alanine (4), or glycine (5) have been used for the asymmetric synthesis of α-amino acids under a variety of conditions.The method of choice consists of the reaction of the corresponding complex with the appropriate alkyl halide in DMF at 25 deg C using solid NaOH as a catalyst.Low diastereoselective excess (d.e.) is observed for the alkylation of complex (3) with benzyl bromide and allyl bromide.Large selectivity (80 percent) is observed for the alkylation of complex (4).Optically pure(R)- and (S)-O-benzyl-α-methyl-α-amino acids were obtained (70-90 percent) after the alkylated diastereoisomeric complexes had been seperated on SiO2 and hydrolysed with aqueous HCl.The initial chiral reagents were recovered (80-92 percent).The alkylation of complex (5) gave (S)-alanine, (S)-valine, (S)-phenylalanine, (S)-tryptophan, (S)-isoleucine, (S)-2-aminohexanoic acid, and 3,4-dimethoxyphenylalanine with optical yields of 70-92 percent.The optically pure α-amino acids were obtained after the separation of the alkylated diastereoisomeric complexes on SiO2.The stereochemical mechanism of the alkylation reaction is discussed.