(+/-)-neopyrrolomycin

Base Information

• Chemical Name: (+/-)-neopyrrolomycin
• CAS No.: 155499-11-9
• Molecular Formula: C₁₀H₄Cl₅NO
• Molecular Weight: 331.413
• Mol file: 155499-11-9.mol

Synonyms:

Chemical Property of (+/-)-neopyrrolomycin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-neopyrrolomycin

There total 10 articles about (+/-)-neopyrrolomycin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

2,3-dichloro-1-(2,3,4-trichloro-6-methoxyphenyl)-1H-pyrrole (131956-35-9) → (+/-)-neopyrrolomycin (155499-11-9,155499-12-0,131956-34-8)

Guidance literature:

With aluminium trichloride; In benzene; for 14h; Ambient temperature;

DOI:10.1246/bcsj.67.1449

Reference yield:

3,5-dichloroanisole (33719-74-3) → (+/-)-neopyrrolomycin (155499-11-9,155499-12-0,131956-34-8)

Guidance literature:

Multi-step reaction with 9 steps

1: 87 percent / isocyanuric trichloride / dimethylformamide / 1 h / Ambient temperature

2: 87 percent / fum. HNO₃, conc. H₂SO₄ / acetic anhydride / 0.5 h / 0 °C

3: 76 percent / H₂ / Pd-C / dimethylformamide; ethanol / 4 h / Ambient temperature

4: 91 percent / acetic acid / 1 h / 70 - 80 °C

5: 92 percent / N-bromosuccinimide / dimethylformamide / 1 h

6: 1.) BuLi / 1) THF, hexane, -78 deg C, 10 min; 2) THF, hexane, 15 min

7: 95 percent / isocyanuric acid / dimethylformamide / 1.5 h / Ambient temperature

8: 66 percent / Cu-powder / quinoline / 0.12 h / 210 °C

9: 91 percent / AlCl₃ / benzene / 14 h / Ambient temperature

With N-Bromosuccinimide; n-butyllithium; aluminium trichloride; 1,3,5-trichloro-2,4,6-triazine; cyanuric acid; sulfuric acid; hydrogen; nitric acid; copper; acetic acid; palladium on activated charcoal; In quinoline; ethanol; acetic anhydride; N,N-dimethyl-formamide; benzene;

DOI:10.1246/bcsj.67.1449

Reference yield:

3,4,5-trichloroanisole (54135-82-9) → (+/-)-neopyrrolomycin (155499-11-9,155499-12-0,131956-34-8)

Guidance literature:

Multi-step reaction with 8 steps

1: 87 percent / fum. HNO₃, conc. H₂SO₄ / acetic anhydride / 0.5 h / 0 °C

2: 76 percent / H₂ / Pd-C / dimethylformamide; ethanol / 4 h / Ambient temperature

3: 91 percent / acetic acid / 1 h / 70 - 80 °C

4: 92 percent / N-bromosuccinimide / dimethylformamide / 1 h

5: 1.) BuLi / 1) THF, hexane, -78 deg C, 10 min; 2) THF, hexane, 15 min

6: 95 percent / isocyanuric acid / dimethylformamide / 1.5 h / Ambient temperature

7: 66 percent / Cu-powder / quinoline / 0.12 h / 210 °C

8: 91 percent / AlCl₃ / benzene / 14 h / Ambient temperature

With N-Bromosuccinimide; n-butyllithium; aluminium trichloride; cyanuric acid; sulfuric acid; hydrogen; nitric acid; copper; acetic acid; palladium on activated charcoal; In quinoline; ethanol; acetic anhydride; N,N-dimethyl-formamide; benzene;

DOI:10.1246/bcsj.67.1449

upstream raw materials:

2,3-dichloro-1-(2,3,4-trichloro-6-methoxyphenyl)-1H-pyrrole

3,5-dichlorophenol

3,5-dichloroanisole

3,4,5-trichloroanisole