dl-12-epi-16-(4'-aminophenyl)-17,18,19,20-tetranor-13-azaprostanoic acid

Base Information

• Chemical Name: dl-12-epi-16-(4'-aminophenyl)-17,18,19,20-tetranor-13-azaprostanoic acid
• CAS No.: 107539-79-7
• Molecular Formula: C₂₁H₃₄N₂O₂
• Molecular Weight: 346.513
• Mol file: 107539-79-7.mol

Synonyms:

Chemical Property of dl-12-epi-16-(4'-aminophenyl)-17,18,19,20-tetranor-13-azaprostanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dl-12-epi-16-(4'-aminophenyl)-17,18,19,20-tetranor-13-azaprostanoic acid

There total 8 articles about dl-12-epi-16-(4'-aminophenyl)-17,18,19,20-tetranor-13-azaprostanoic acid 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: 86.0%

7-{(1S,2R)-2-[3-(4-Amino-phenyl)-propylamino]-cyclopentyl}-heptanoic acid methyl ester (107539-76-4,107539-77-5) → dl-12-epi-16-(4'-aminophenyl)-17,18,19,20-tetranor-13-azaprostanoic acid (107539-79-7,107539-80-0)

Guidance literature:

With sodium hydroxide; for 4h; Heating;

DOI:10.1021/jm00388a029

Reference yield: 80.0%

7-{(1R,2R)-2-[3-(4-Amino-phenyl)-propylamino]-cyclopentyl}-heptanoic acid methyl ester (107539-76-4,107539-77-5) → dl-16-(4'-aminophenyl)-17,18,19,20-tetranor-13-azaprostanoic acid (107539-79-7,107539-80-0)

Guidance literature:

With sodium hydroxide; for 4h; Heating;

DOI:10.1021/jm00388a029

Reference yield:

2-(6-methoxycarbonylhexyl)-cyclopentanone (37617-17-7) → dl-16-(4'-aminophenyl)-17,18,19,20-tetranor-13-azaprostanoic acid (107539-79-7,107539-80-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) 4A molecular sieves, 2.) NaBH₄ / 1.) methanol, 24 h, 2.) methanol, 30 min

2: 96 percent / H₂ / 10percent Pd/C / ethanol / 1810.02 Torr / Ambient temperature

3: 80 percent / 2.5percent aq. NaOH / 4 h / Heating

With sodium hydroxide; sodium tetrahydroborate; 4 A molecular sieve; hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1021/jm00388a029

upstream raw materials:

7-{(1R,2R)-2-[3-(4-Amino-phenyl)-propylamino]-cyclopentyl}-heptanoic acid methyl ester

2-(6-methoxycarbonylhexyl)-cyclopentanone

3-(4-nitrophenyl)propan-1-amine

7-{(1R,2R)-2-[3-(4-Nitro-phenyl)-propylamino]-cyclopentyl}-heptanoic acid methyl ester

Downstream raw materials:

7-{(1R,2R)-2-[3-(4-Amino-3-iodo-phenyl)-propylamino]-cyclopentyl}-heptanoic acid