142311-87-3

Upstream product

• 142311-92-0 C₁₃H₁₇NO₂S₂ 
• 75-52-5 nitromethane 
• 142311-92-0 N-(L)-phenylalanine methyl ester 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 

Downstream Products

• 26416-38-6 2-[3-(1-methoxycarbonyl-2-phenylethyl)ureido]-3-phenylpropionic acid methyl ester 
• 118637-94-8 (S,S)-N-(1-methoxycarbonylethyl)-N'-(1-methoxycarbonyl-2-phenylethyl)urea 

Relevant academic research and scientific papers

Conversion of carbonimidodithioates to carbamates

Carbonimidodithioates derived from primary amines or α-amino acid esters have been converted to N-benzyloxycarbonyl derivatives under mild conditions by treatment first with sodium benzyl alcoholate and then with water. N-Benzyloxycarbonyl α-amino acids have been generated from the methyl esters by alkaline hydrolysis or from the allyl esters by Pd0-catalysed de-allylation.

Unique zeolite-catalyzed synthesis of nitroketene S,N-acetals

Dimethyl carbonimidodithioates (4a-g, 7a-c) derived from various primary amines and amino acid esters [glycine, (L)-alanine and (L)-phenylalanine] have been condensed with nitromethane in the presence of the rare-earth exchanged zeolite RE(70%)Na Y to give the S,N-acetals (5a-g, 8a-c). Mercuric chloride catalyzed hydrolysis of these (8a-c) has led to the nitroacetyl derivatives (9a-c). The glycine derivative (7a) gives a dimeric product (11) when heated alone with the zeolite.

A facile general method for the preparation of s-methyl thiolcarbamates using zeolite catalysts

Dimethyl carbonimidodithioates derived from various primary amines and amino acid esters (1) can be converted to S-methyl thiolcarbamates (2) by H-mordenite or H-Y zeolite catalysis in moderate to good yields.