145100-19-2

Upstream product

• 145100-18-1 5-[(3R,4R)-3-((S)-1-Benzyloxy-ethyl)-4-carbamoyl-pent-1-ynyl]-3-(2-methoxycarbonyl-ethyl)-4-methyl-1H-pyrrole-2-carboxylic acid tert-butyl ester 
• 145100-18-1 5-[(3R,4S)-3-((R)-1-Benzyloxy-ethyl)-4-carbamoyl-pent-1-ynyl]-3-(2-methoxycarbonyl-ethyl)-4-methyl-1H-pyrrole-2-carboxylic acid tert-butyl ester 
• 42419-19-2 tert-butyl 3-(2-methoxycarbonylethyl)-4-methylpyrrole-2-carboxylate 
• 145263-72-5 2(S)-methyl-3(S)-(1'(R)-(benzyloxy)ethyl)-4-pentynoic acid amide 
• 31837-48-6 t-butyl 5-iodo-3-(2-methoxycarbonylethyl)-4-methylpyrrole-2-carboxylate 
• 188923-05-9 5-[(3S,4S)-3-((R)-1-Benzyloxy-ethyl)-4-carbamoyl-pent-1-ynyl]-3-(2-methoxycarbonyl-ethyl)-4-methyl-1H-pyrrole-2-carboxylic acid tert-butyl ester 
• 145100-06-7 2(R)-methyl-3(R)-(1'(S)-(benzyloxy)ethyl)-4-pentynoic acid amide 
• 145071-98-3 (2R,3R)-3-((S)-1-Benzyloxy-ethyl)-2-methyl-pent-4-ynoic acid 
• 149885-09-6 (2S,3S)-3-((R)-1-Benzyloxy-ethyl)-2-methyl-pent-4-ynoic acid 

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.

Tetrapyrroles. IV. A highly efficient synthesis of homochiral dihydropyrromethenones via Pd○ mediated coupling of iodopyrroles and acetylenic amides

Homochiral dihydropyrromethenones of type 20 have been synthesized in a highly efficient manner by Pd○ mediated coupling of iodopyrrole 14 with acetylenic amides 18, followed by F- catalyzed 5-exo-dig cyclization. In analogous fashion, phytochr