103854-26-8

Basic information

• Product Name: 2,6-Dimethy-DL-Phenylalanine
• Synonyms: (S)-2-AMino-3-(2,6-diMethylphenyl)propanoic acid
• CAS NO: 103854-26-8
• Molecular Formula: C₁₁H₁₅NO₂
• Molecular Weight: 193
• Mol File: 103854-26-8.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,6-Dimethy-DL-Phenylalanine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Dimethy-DL-Phenylalanine(103854-26-8)
• EPA Substance Registry System: 2,6-Dimethy-DL-Phenylalanine(103854-26-8)

Safety Data

• Hazardous Substances Data: 103854-26-8(Hazardous Substances Data)

Usage

Structure

A phenylalanine molecule with two methyl groups attached to the 2 and 6 positions of the aromatic ring

Role

Important intermediate in the synthesis of various pharmaceuticals, used as a chiral building block in organic chemistry

Occurrence

Found in some natural products

Synthesis

Can be used as a starting material for the synthesis of a variety of derivatives

Potential Applications

Pharmaceutical and agrochemical industries, as well as in academic research.

Upstream product

• 632-46-2 2,6-dimethylbenzoic acid 
• 1421858-99-2 (S)-methyl-3-(2,6-dimethylphenyl)-2-(picolinamido)propanoate 
• 187829-92-1 (S)-2-(Benzhydrylidene-amino)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-(2,6-dimethyl-phenyl)-propan-1-one 
• 62285-58-9 2,6-dimethylbenzyl alcohol 
• 83902-02-7 2,6-dimethylbenzyl bromide 
• 126312-79-6 methyl (Z)-2-acetamido-3-(2',6'-dimethylphenyl)-2-propenoate 
• 576-22-7 2-Bromo-m-xylene 
• 608-28-6 2,6-dimethyliodobenzene 

Downstream Products

• 1270300-65-6 Fmoc-L-2',6'-dimethylphenylalanine 
• 943726-80-5 N^α-tert-butyloxycarbonyl-2',6'-dimethyl-L-tyrosyl-L-prolyl-2',6'-dimethyl-L-phenylalanyl-L-phenylalanylamide 
• 479203-54-8 N^α-tert-butyloxycarbonyl-2',6'-dimethyl-L-phenylalanyl-L-phenylalanylamide 
• 126312-57-0 N^α-tert-butyloxycarbonyl-2',6'-dimethyl-L-phenylalanine 

Relevant articles and documents

Enkephalin analogues with 2′,6′-dimethylphenylalanine replacing phenylalanine in position 4

Four Leu-enkephalin (Enk) analogues containing 2′,6′-dimethyphenylalanine (Dmp) in position 4 were prepared and tested for their receptor binding and biological activities. Among the analogues prepared, [2′, 6′-dimethyltyrosine1, D-Dmp4]Enk was found to be an antagonist toward μ and δ opioid receptors with pA2 values of 6.90 and 5.57, respectively.

Large-scale asymmetric synthesis of novel sterically constrained 2′,6′-dimethyl- and α,2′,6′-trimethyltyrosine and -phenylalanine derivatives via alkylation of chiral equivalents of nucleophilic glycine and alanine

Asymmetric synthesis of (S)-2′,6′-dimethyltyrosine (DMT), (S)-2′,6′-dimethylphenylalanine (DMP), (S)-α,2′,6′-trimethyltyrosine (α-TMT) and (S)-α,2′,6′-trimethylphenylalanine (α-TMP) via reactions of 4′-benzyloxy-2′,6′-dimethylbenzyl bromide or 2′,6′-dimet