52693-18-2

Upstream product

• 118-92-3 anthranilic acid 
• 87-13-8 diethyl 2-ethoxymethylenemalonate 

Downstream Products

• 210489-25-1 4-Oxo-1,4-dihydro-quinoline-3,8-dicarboxylic acid 3-ethyl ester 8-(2-oxo-2-phenyl-ethyl) ester 
• 1415327-36-4 2-[(2-ethoxycarbonyl-phenylamino)-methylene]-malonic acid diethyl ester 
• 1415327-40-0 2-[(2-ethoxycarbonyl-phenylamino)-methylene]-malonic acid monoethyl ester 
• 42063-41-2 2-[(2-methoxycarbonylphenylamino)methylene]malonic acid diethyl ester 

Relevant academic research and scientific papers

2,2-Bis(ethoxycarbonyl)vinyl (BECV) as a versatile amine protecting group for selective functional-group transformations

A 2,2-Bis(ethoxycarbonyl) vinyl- (BECV) group was used for the selective protection of amines at room temperature in the presence of potentially interfering functional groups such as OH, SH, COOH as well as other NH 2 groups. Several functional group transformations such as esterification, O-alkylation, O-acylation, N-alkylation, N-acylation, S-alkylation can selectively be carried out in the presence of the BECV group. The selective deprotection of the BECV group was achieved in a short time using ethylenediamine at room temperature while several other functional groups such as benzoate, aliphatic esters, amides and ethers remain intact. The BECV group shows orthogonal stability against the common protecting groups such as Fmoc, Cbz and Boc.

Cyclization of phenacyl 2-{[2,2-di(ethoxycarbonyl)-vinyl]amino}benzoate

Reaction of phenacyl anthranilate (1) with diethyl (ethoxymethylidene)malonate afforded phenacyl 2-{[2.2-di(ethoxycarbonyl)vinyl]amino}benzoate (2) which on heating in polyphosphoric acid underwent degradation. Thermal cyclization of 2 in diphenyl ether g