32161-30-1

Basic information

• Product Name: 3,4-Dimethoxy-L-phenylalanine
• Synonyms: (S)-3,4-DIMETHOXY-PHENYLALANINE;(S)-2-AMINO-3-(3,4-DIMETHOXY-PHENYL)-PROPIONIC ACID;TYROSINE, 3-METHOXY-O-METHYL-;3-(3,4-DIMETHOXYPHENYL)-L-ALANINE;3,4-DIMETHOXY-L-PHENYLALANINE;H-PHE[3,4-(OME) 2]-OH;H-PHE(3,4-DIMETHOXY)-OH;H-TYR(3-OME,4-ME)-OH
• CAS NO: 32161-30-1
• Molecular Formula: C₁₁H₁₅NO₄
• Molecular Weight: 225.24
• EINECS: 626-580-0
• Product Categories: Amino Acids & Derivatives;Aromatics;Peptide Synthesis;Phenylalanine Derivatives;Unnatural Amino Acid Derivatives
• Mol File: 32161-30-1.mol
• Article Data: 14

Chemical Properties

• Melting Point: 254-257 °C(lit.)
• Boiling Point: 374.3 °C at 760mmHg
• Flash Point: 180.2°C
• Appearance: White Solid
• Density: 1.214 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.547
• Storage Temp.: Store at 0°C
• Solubility: Aqueous Acid (Slightly, Heated Sonicated), Aqueous Base (Slightly), Water (Sligh
• PKA: 2.23±0.20(Predicted)
• Sensitive: Air Sensitive
• Stability: Hygroscopic, Temperature Sensitive
• CAS DataBase Reference: 3,4-Dimethoxy-L-phenylalanine(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-Dimethoxy-L-phenylalanine(32161-30-1)
• EPA Substance Registry System: 3,4-Dimethoxy-L-phenylalanine(32161-30-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37
• WGK Germany: 3
• Hazardous Substances Data: 32161-30-1(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

Different sources of media describe the Uses of 32161-30-1 differently. You can refer to the following data:
1. DOPA intermediate.
2. 3-(3,4-Dimethoxyphenyl)-L-alanine can be used as a reactant to synthesize (2S)-2-amino-3-[3,4-di(methoxy)phenyl]propan-1-ol (β-amino alcohol) for use as a key intermediate to prepare tetracyclic core of the Erythrina alkaloids.
3. DOPA intermediate

InChI:InChI=1/C11H15NO4/c1-15-9-4-3-7(6-10(9)16-2)5-8(12)11(13)14/h3-4,6,8H,5,12H2,1-2H3,(H,13,14)/t8-/m0/s1

Upstream product

• 62682-18-2 DL-5-(3,4-dimethoxybenzyl)hydantoin 
• 56-40-6 glycine 
• 7306-46-9 4-chloromethyl-1,2-dimethoxy-benzene 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 2460-33-5 3,4-dimethoxyphenylpyruvic acid 
• 10040-91-2 5-(3,4-di-methoxybenzylidene)imidazolidine-2,4-dione 
• 27313-65-1 N-acetyl-3,4-dimethoxyphenylalanine 
• 21852-32-4 4-bromomethyl-1,2-dimethoxybenzene 
• 141895-37-6 (1S,2S,9S)-5-[1-(3,4-Dimethoxy-phenyl)-meth-(Z)-ylidene]-2,10,10-trimethyl-3-oxa-6-aza-tricyclo[7.1.1.0^2,7]undec-6-en-4-one 
• 40332-26-1 N-acetyl-3,4-dihydroxy-L-phenylalanine 
• 77-78-1 dimethyl sulfate 
• 56771-16-5 2-amino-3-(3,4-dimethoxybenz-1-yl)propanoic acid methyl ester 
• 59-92-7 levodopa 
• 141895-41-2 (1S,2S,5S,9S)-5-(3,4-Dimethoxy-benzyl)-2,10,10-trimethyl-3-oxa-6-aza-tricyclo[7.1.1.0^2,7]undec-6-en-4-one 

Downstream Products

• 104528-83-8 (S)-(+)-3,4-dimethoxyphenylalanine ethyl ester 
• 73404-23-6 N-benzyloxycarbonyl-3,4-dimethoxy-L-phenylalanine 
• 78083-80-4 (S)-2-amino-3-(3,4-dimethoxyphenyl)propionic acid methyl ester 
• 1394175-04-2 tert-butyl (S)-(1-(3,4-dimethoxyphenyl)-3-oxopropan-2-yl)carbamate 
• 1394175-05-3 [rac-2-(3,4-dimethoxyphenyl)-1-(1H-imidazol-2-yl)ethyl]carbamic acid tert-butyl ester 
• 1394175-08-6 rac-8-(3,4-dimethoxybenzyl)-7,8-dihydroimidazo[1,2-a]pyrazin-6-one 
• 944416-37-9 (S)-2-amino-3-(3,4-dimethoxyphenyl)-N-methyl-propionamide 
• 741266-30-8 8-hydroxymethyl-11,12-dimethoxy-1,2,4a,5,8,9-hexahydro-4H-indolo[7a,1-a]isoquinoline-3,6-dione 
• 741266-28-4 C₂₁H₂₇NO₆ 
• 741266-32-0 11,12-dimethoxy-3,6-dioxo-2,3,4,4a,5,6,8,9-octahydro-1H-indolo[7a,1-a]isoquinoline-8-carbaldehyde 
• 741266-34-2 11,12-dimethoxy-1,2,4a,5-tetrahydro-4H-indolo[7a,1-a]isoquinoline-3,6-dione 
• 60723-34-4 15,16-Dimethoxy-cis-erythrinan-2,8-dion-2-ethylenacetal 
• 1162-02-3 15,16-Dimethoxy-cis-erythrinan-2,8-dion 
• 889651-14-3 [(S)-1-(3,4-Dimethoxy-benzyl)-2-oxo-2-pyrrolidin-1-yl-ethyl]-carbamic acid benzyl ester 

Relevant articles and documents

Synthesis method of 3-(3, 4-dimethoxyphenyl)-L-alanine

The invention relates to the technical field of chemical medicine intermediates, and provides a synthetic method of 3-(3, 4-dimethoxyphenyl)-L-alanine. The preparation method comprises the following steps: mixing water, veratraldehyde, ammonia water and hydantoin for condensation reaction to obtain condensation reaction liquid; ammonia water in the condensation reaction liquid is distilled out, residual feed liquid is directly subjected to a hydrogenation reduction reaction, and 3-(3, 4-dimethoxyphenyl)-L-alanine is obtained through alkaline hydrolysis and acidification. According to the method, the next step of reaction is directly carried out after ammonia water is evaporated from the condensation reaction liquid, the product of the condensation reaction does not need to be separated, the complicated post-treatment step after the condensation reaction is completed in the traditional method is avoided, the generation of three wastes is reduced, the environmental protection property is better, and meanwhile, the comprehensive yield of the target product is also improved. The result of the embodiment shows that when the 3-(3, 4-dimethoxyphenyl)-L-alanine is synthesized by adopting the method disclosed by the invention, the comprehensive yield of the product is 84 to 92 percent.

Asymmetric synthesis of unnatural amino acids and tamsulosin chiral intermediate

An efficient and enantioselective hydrogenation of N-acetylamino phenyl acrylic acids was successfully developed by using ruthenium catalyst. This methodology is important in the field of pharmaceuticals and provides a new process for the preparation of unnatural amino acids and tamsulosin chiral intermediate.

New synthetic amino acids for the design and synthesis of peptide-based metal ion sensors

The syntheses of two new nonstandard amino acids, Flu (6) and XBp (20), and a new synthesis of Dmd (12) are reported. These residues exhibit fluorescence, metal-coordination, and fluorescence-quenching properties, respectively. These building blocks have been incorporated into peptides via solid phase peptide synthesis to afford the prototype for a photoinduced electron transfer-based metal ion chemosensor. The fluorescence of the peptides is modulated upon metal binding. This results from a metal ion-induced conformational change that brings the side chains of the Flu and Dmd amino acids into proximity, thereby favoring photoinduced electron transfer (PET) fluorescence quenching.