170642-26-9

Usage

Uses

Used in Pharmaceutical Production:
Boc-2-Methoxy-D-Phenylalanine is used as a key building block in the synthesis of peptide drugs for its ability to contribute to the development of novel therapeutic agents with enhanced efficacy and selectivity.
Used in Research:
In the field of organic chemistry, Boc-2-Methoxy-D-Phenylalanine is employed as a valuable research tool to explore new synthetic pathways and chemical reactions, contributing to the advancement of chemical knowledge and innovation.
Used in Biochemical Research:
Boc-2-Methoxy-D-Phenylalanine is utilized in biochemical research to study protein structure and function, as well as to investigate the interactions between peptides and biological targets, providing insights into the mechanisms of various diseases and potential therapeutic interventions.
Used in Drug Discovery:
Boc-2-Methoxy-D-Phenylalanine is used as a starting material in drug discovery for its potential to be incorporated into new pharmaceutical compounds with therapeutic applications in treating a range of diseases, including neurological disorders, cancer, and infectious diseases.
Used in Peptide Synthesis:
In the synthesis of peptides, Boc-2-Methoxy-D-Phenylalanine is used as a protected amino acid to facilitate the stepwise assembly of peptide chains, ensuring the correct sequence and protecting the amino group from unwanted side reactions during the synthesis process.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 193546-30-4 D-N-acetyl-2-methoxyphenylalanine 
• 193546-29-1 (+/-)-N-acetyl-2-methoxyphenylalanine 
• 114872-56-9 2-acetylamino-2-(2-methoxybenzyl)malonic acid diethyl ester 
• 52289-93-7 o-Methoxybenzyl bromide 
• 612-16-8 (2-methoxyphenyl)methanol 
• 58632-95-4 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile 
• 170642-31-6 (2R)-2-amino-3-(2-methoxyphenyl)propanoic acid 
• 170115-96-5 2-amino-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylacetamide 

Downstream Products

• 193546-43-9 3R,6R-bis(2-methoxybenzyl)piperazine-2,5-dione 
• 193546-42-8 meso-3,6-bis(2-methoxybenzyl)piperazine-2,5-diones 
• 193546-39-3 N-tert-butoxycarbonyl-D-2-methoxyphenylalanyl-D-2-methoxyphenylalanine methyl ester 
• 193546-38-2 N-tert-butoxycarbonyl-L-2-methoxyphenylalanyl-D-2-methoxyphenylalanine methyl ester 

Relevant academic research and scientific papers

Synthesis of chirally pure 2,5-disubstituted diketopiperazines derived from trisubstituted phenylalanines

Some new chirally pure 2,5-substituted diketopiperazines were synthesized starting from 2-methoxybenzyl alcohol. This multistep synthesis proceeds through the enzymatic synthesis of chirally pure amino acids, protection and dipeptide coupling, cyclization of dipeptide ester formates, and nitration of the resulting diketopiperazines.

Highly practical methodology for the synthesis of D- and L-α-amino acids, N-protected α-amino acids, and N-methyl-α-amino acids

Full details are provided for an exceedingly practical method to synthesize D- and L-α-amino acids, N-protected α-amino acids, and N-methyl-α-amino acids, employing as a key step the asymmetric alkylation of pseudoephedrine glycinamide (1) or pseudoephedrine sarcosinamide (2). Practical procedures for the synthesis of 1 and 2 from pseudoephedrine and glycine methyl ester or sarcosine methyl ester, respectively, are presented. Optimum protocols for the enolization and subsequent alkylation of 1 and 2 are described. Alkylation reactions of 1 and 2 are found to be quite efficient with a wide range of alkyl halide substrates, and the products are formed with high diastereoselectivity. The products of these alkylation reactions are hydrolyzed efficiently and with little to no racemization simply by heating in water or water-dioxane mixtures. This protocol provides an exceedingly practical method for the preparation of salt-free α-amino acids of high enantiomeric purity. Alternatively, the alkylation products may be hydrolyzed in high yield and with little to no racemization by heating with aqueous sodium hydroxide. The alkaline hydrolyzate can then be treated with an acylating reagent to provide directly highly enantiomerically enriched N-protected derivatives such as N-Boc and N-Fmoc. Key features necessary for the successful execution of these experimental procedures are identified.