283611-40-5

Upstream product

• 1694-92-4 2-Nitrobenzenesulfonyl chloride 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 203873-67-0 (S)-methyl 2-(2-nitrophenylsulfonamido)-3-phenylpropanoate 
• 74-88-4 methyl iodide 
• 53793-18-3 (S)-2-(2-nitrophenylsulfonamido)-3-phenylpropanoic acid 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 856865-82-2 N-methyl-N-(o-nitrobenzenesulfonyl)-L-phenylalanine 
• 2439-60-3 N-methyl-L-phenylalanine methyl ester 
• 42267-32-3 2-nitro-benzenethiosulfonic acid S-phenyl ester 

Relevant academic research and scientific papers

Synthesis of N-methyl L-phenylalanine for total synthesis of pepticinnamin e

The target compounds 3, 10 and 11 were synthesized through different N-methylation strategies. The concise and efficient preparation of them in large scale was developed and 3, 10 and 11 were obtained in suitable form used for both nitrogen-end and oxygen-end extension in next coupling reaction in peptides synthesis, specifically in total synthesis of natural pepticinnamin E.

3,5-Bis(n-perfluorooctyl)benzyltriethylammonium bromide (F-TEBA): An efficient, easily recoverable fluorous catalyst for solid-liquid PTC reactions

A readily available 3,5-bis(perfluorooctyl)benzyl bromide and triethylamine were reacted under mild conditions to give 3,5-bis(n-perfluorooctyl) benzyltriethylammonium bromide (F-TEBA), an analogue of the versatile phase-transfer catalyst, benzyltriethyla

Convenient synthesis of N-methylamino acids compatible with Fmoc solid-phase peptide synthesis

Nα-Methylamino acid containing peptides exhibit interesting therapeutic profiles and are increasingly recognized as potentially useful therapeutics. Unfortunately, their synthesis is hampered by the high price and unavaibility of many Nα/

N-monoalkylation of α-amino acid esters under solid-liquid PTC conditions

N-(2-Nitrophenylsulfonyl)- (o-NBS-AA-OMe, 4) and N-(4- Nitrophenylsulfonyl)-α-amino acid methyl esters (p-NBSAA-OMe, 5) were N- alkylated with a variety of alkyl halides 6 under solid-liquid phase-transfer catalysis (SL-PTC) conditions, affording the alkylated products o-NBS-N-R2- AA-OMe 7 and p-NBS-N-R2-AA-OMe 8 in excellent yields without any detectable racemization.