188923-17-3

Upstream product

• 162612-32-0 2(R)-methyl-3(R)-<1'(S)-hydroxyethyl>-4-pentynoic acid N-(4'-methoxybenzyl)amide 
• 162612-26-2 2(R),4(S)-dimethyl-3(R)-ethynyl-γ-butyrolactone 
• 145071-98-3 (2R,3R)-3-((S)-1-Benzyloxy-ethyl)-2-methyl-pent-4-ynoic acid 
• 2393-23-9 4-methoxy-benzylamine 
• 31837-48-6 t-butyl 5-iodo-3-(2-methoxycarbonylethyl)-4-methylpyrrole-2-carboxylate 
• 162612-34-2 5-[(3R,4R)-3-((S)-1-Hydroxy-ethyl)-4-(4-methoxy-benzylcarbamoyl)-pent-1-ynyl]-3-(2-methoxycarbonyl-ethyl)-4-methyl-1H-pyrrole-2-carboxylic acid tert-butyl ester 

Relevant academic research and scientific papers

Dihydropyrromethenones by Pd(0)-Mediated Coupling of Iodopyrroles and Acetylenic Amides. Synthesis of the A,B-Ring Segment of Phytochrome

Dihydropyrromethenone derivative 32b, which constitutes the A,B-ring segment of phytochrome (6), has been prepared in enantiomerically pure form beginning with acetylenic amide 47b and iodopyrrole 27. The key steps involved the TBAF-catalyzed 5-exo-dig cyclization of the acetylenic pyrrole 48b, followed by thia-Mitsunobu inversion of the resulting alcohol derivative 31b.

An Unequivocal Synthesis of the Ring-A,B Dihydropyrromethenone of Phytochrome

Dihydropyrromethenone 1b (R= p-methoxybenzyl), a potential precursor for the synthesis of phytochrome (3), has been prepared in enantiomerically pure form beginning with the homochiral acetylenic lactone 18.