242127-10-2

Upstream product

• 208753-55-3 t-butyl 3-(3-allyloxy-3-oxopropyl)-5-formyl-4-methyl-1H-pyrrole-2-carboxylate 
• 242127-09-9 1,5-dihydro-4-methyl-3-[2-(tolylthio)ethyl]-5-tosyl-2H-pyrrol-2-one 
• 1026440-98-1 2-bromo-4-methyl-3-[2-(toluene-4-sulfinyl)-ethyl]-5-(toluene-4-sulfonyl)-1H-pyrrole 
• 242127-06-6 3-methyl-4-[2-(toluene-4-sulfinyl)-ethyl]-2-(toluene-4-sulfonyl)-1H-pyrrole 
• 242127-07-7 3-methyl-2-(toluene-4-sulfonyl)-4-(2-p-tolylsulfanyl-ethyl)-1H-pyrrole 
• 242127-08-8 2-bromo-4-methyl-5-(toluene-4-sulfonyl)-3-(2-p-tolylsulfanyl-ethyl)-1H-pyrrole 

Downstream Products

• 354815-01-3 C₅₀H₅₆N₄O₈S 
• 242127-11-3 3-(2-allyloxycarbonyl-ethyl)-4-methyl-5-{3-methyl-5-oxo-4-[2-(toluene-4-sulfinyl)-ethyl]-1,5-dihydro-pyrrol-2-ylidenemethyl}-1H-pyrrole-2-carboxylic acid tert-butyl ester 

Relevant academic research and scientific papers

An efficient method for the conversion of 2-bromo-5-tosylpyrroles to the corresponding 5-tosylpyrrolinones as the D-ring of phycocyanobilin derivatives

2-Bromo-5-tosylpyrroles were efficiently converted to the corresponding 5-tosylpyrrolinones as the D-ring of phycocyanobilin (PCB) derivatives by treating with DMSO and Zn in TFA in the presence of a catalytic amount of iodine. PCB derivatives modified at the D-ring were prepared in free acid forms employing the resulting 5-tosylpyrrolinones toward structure/function analysis of phytochrome.

Total synthesis of (±)-phytochromobilin starting from two pyrrole derivatives

(±)-Phytochromobilin was synthesized as an acid form by developing a convenient method for the preparation of A- and D-rings starting from a 2- tosylpyrrole derivative, followed by efficient construction of A/B- and C/D- ring components via Wittig-type coupling reaction of 5-tosylpyrrolinones with 2-formylpyrrole, and palladium catalyzed deprotection of allyl esters of propanoic acid side chains at C-8 and C-12.