155499-06-2

Upstream product

• 155499-05-1 1-(2,3,4-trichloro-6-methoxyphenyl)-1H-pyrrole-2-carboxylic acid 
• 155499-04-0 2-bromo-1-(2,3,4-trichloro-6-methoxyphenyl)-1H-pyrrole 
• 155499-03-9 1-(2,3,4-trichloro-6-methoxyphenyl)-1H-pyrrole 
• 151143-59-8 2-nitro-3,4,5-trichloroanisole 
• 54300-74-2 2,3,4-trichloro-6-methoxyaniline 
• 54135-82-9 3,4,5-trichloroanisole 
• 33719-74-3 3,5-dichloroanisole 
• 591-35-5 3,5-dichlorophenol 

Downstream Products

• 155499-11-9 (+/-)-neopyrrolomycin 
• 131956-35-9 2,3-dichloro-1-(2,3,4-trichloro-6-methoxyphenyl)-1H-pyrrole 

Relevant academic research and scientific papers

Total synthesis of (+)- and (-)-neopyrrolomycins, chlorinated phenylpyrrole antibiotics

The first total synthesis of (+)- and (-)-neopyrrolomycins (11a and 11b) is detailed based on regioselective chlorinations of 3,5-dichloroanisole (2) and 1-(2,3,4-trichloro-6-methoxyphenyl)-1H-pyrrole-2-carboxylic acid (8) with isocyanuric trichloride, followed by optical resolution of racemic neopyrrolomycin (11) with N-(p-tolylsulfonyl)-L-phenylalanyl chloride. Several analogs (21-25) have been prepared from the intermediates, and the structure-activity relationships are also discussed.

Total Synthesis of Chlorinated Phenylpyrrole Antibiotics, (+)- and (-)-Neopyrrolomycins

(+)- and (-)-Neopyrrolomycins have been synthesized from 3,5-dichlorophenol through regioselective halogenations and optical resolution.