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

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

Uses

Used in Pharmaceutical Research:
H-D-3,4-DMP-OH is used as a research tool for studying the function of dopamine receptors and investigating the mechanisms underlying neurological and psychiatric disorders. Its role in modulating neurotransmission makes it a valuable asset in understanding the pathophysiology of these conditions.
Used in the Treatment of Neurological Disorders:
In the field of neurology, H-D-3,4-DMP-OH is used as a potential therapeutic agent for conditions such as Parkinson's disease, depression, and schizophrenia. Its ability to modulate dopamine levels in the brain offers promise in managing the symptoms and progression of these disorders.
Used in Mood Regulation Research:
H-D-3,4-DMP-OH is employed in the study of mood regulation, given its influence on neurotransmitter activity in the brain. Understanding its effects on mood can contribute to the development of novel treatments for mood disorders.
Used in Reward System Studies:
H-D-3,4-DMP-OH is also used in research focused on the brain's reward system, as it plays a part in the regulation of reward and reinforcement processes. Insights gained from studying H-D-3,4-DMP-OH can aid in the comprehension of addiction and other reward-related behaviors.
Used in Motor Control Research:
In the realm of motor control, H-D-3,4-DMP-OH is utilized to investigate the neural mechanisms that govern movement and coordination. Its role in motor control makes it a useful compound for studying movement disorders and potential treatments.

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

The preparation method of the levodopa intermediate derivatives

The invention relates to a preparation method for a levodopa intermediate derivative. The preparation method comprises: in a solvent, reacting 3, 4-dimethoxybenzene phenylalanine shown as formula I with (+)-tartaric acid derivative to obtain the salt of a [(-)-3, 4-dimethoxybenzene phenylalanine]2.(+)- tartaric acid derivative. The solvent includes an alcohol solvent and an ester solvent. The racemization method includes: in the solvent, under the action of an aldehyde or ketone catalyst, reacting the 3, 4-dimethoxybenzene phenylalanine shown as formula I at 0-90DEG C for 0.5-24 h. The preparation method for the levodopa intermediate derivative provided by the invention has simple steps, and the prepared enantiomer has high purity and is low in cost, thus being applicable to industrial production. (reaction formula).

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.