3-{[4-(3-{1-[(tert-butoxycarbonyl) (methyl)amino]cyclopentyl}propyl)phenyl]carbonyl}-2-ethylindolizine-7-carboxylic acid

Base Information

• Chemical Name: 3-{[4-(3-{1-[(tert-butoxycarbonyl) (methyl)amino]cyclopentyl}propyl)phenyl]carbonyl}-2-ethylindolizine-7-carboxylic acid
• CAS No.: 1376437-29-4
• Molecular Formula: C₃₂H₄₀N₂O₅
• Molecular Weight: 532.68
• Mol file: 1376437-29-4.mol

Synonyms:3-{[4-(3-{1-[(tert-butoxycarbonyl) (methyl)amino]cyclopentyl}propyl)phenyl]carbonyl}-2-ethylindolizine-7-carboxylic acid

Chemical Property of 3-{[4-(3-{1-[(tert-butoxycarbonyl) (methyl)amino]cyclopentyl}propyl)phenyl]carbonyl}-2-ethylindolizine-7-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-{[4-(3-{1-[(tert-butoxycarbonyl) (methyl)amino]cyclopentyl}propyl)phenyl]carbonyl}-2-ethylindolizine-7-carboxylic acid

There total 5 articles about 3-{[4-(3-{1-[(tert-butoxycarbonyl) (methyl)amino]cyclopentyl}propyl)phenyl]carbonyl}-2-ethylindolizine-7-carboxylic 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: 77.0%

propan-2-yl 3-{[4-(3-{1-[(tert-butoxycarbonyl)amino]cyclopentyl}propyl)phenyl]carbonyl}-2-ethylindolizine-7-carboxylate (1376437-26-1) + methyl iodide (74-88-4) → 3-{[4-(3-{1-[(tert-butoxycarbonyl) (methyl)amino]cyclopentyl}propyl)phenyl]carbonyl}-2-ethylindolizine-7-carboxylic acid (1376437-29-4)

Guidance literature:

propan-2-yl 3-{[4-(3-{1-[(tert-butoxycarbonyl)amino]cyclopentyl}propyl)phenyl]carbonyl}-2-ethylindolizine-7-carboxylate; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 5 - 25 ℃; for 0.25h; Inert atmosphere;

methyl iodide; In N,N-dimethyl-formamide; mineral oil; at 5 - 25 ℃; for 18h;

With water; sodium hydroxide; In 1,4-dioxane; at 5 - 25 ℃; for 18h;

Reference yield:

1-{3-[4-({2-ethyl-7-[(propan-2-yloxy)carbonyl]indolizine-3-yl}carbonyl)phenyl]propyl}cyclopentane carboxylic acid (1376437-24-9) → 3-{[4-(3-{1-[(tert-butoxycarbonyl) (methyl)amino]cyclopentyl}propyl)phenyl]carbonyl}-2-ethylindolizine-7-carboxylic acid (1376437-29-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: diphenyl phosphoryl azide; triethylamine / toluene / 3 h / 5 - 25 °C

1.2: 18 h / 115 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 5 - 25 °C / Inert atmosphere

2.2: 18 h / 5 - 25 °C

2.3: 18 h / 5 - 25 °C

With diphenyl phosphoryl azide; sodium hydride; triethylamine; In N,N-dimethyl-formamide; toluene; mineral oil;

Reference yield:

propan-2-yl 3-{[4-(3-{1-[(benzyloxy)carbonyl]cyclopentyl}prop-1-yn-1-yl)phenyl]carbonyl}-2-ethylindolizine-7-carboxylate (1376437-23-8) → 3-{[4-(3-{1-[(tert-butoxycarbonyl) (methyl)amino]cyclopentyl}propyl)phenyl]carbonyl}-2-ethylindolizine-7-carboxylic acid (1376437-29-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: ammonium formate; palladium 10% on activated carbon / methanol; 1,4-dioxane / 9 h / 90 °C / Inert atmosphere

2.1: diphenyl phosphoryl azide; triethylamine / toluene / 3 h / 5 - 25 °C

2.2: 18 h / 115 °C

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 5 - 25 °C / Inert atmosphere

3.2: 18 h / 5 - 25 °C

3.3: 18 h / 5 - 25 °C

With diphenyl phosphoryl azide; palladium 10% on activated carbon; ammonium formate; sodium hydride; triethylamine; In 1,4-dioxane; methanol; N,N-dimethyl-formamide; toluene; mineral oil;

upstream raw materials:

propan-2-yl 3-{[4-(3-{1-[(tert-butoxycarbonyl)amino]cyclopentyl}propyl)phenyl]carbonyl}-2-ethylindolizine-7-carboxylate

methyl iodide

1-{3-[4-({2-ethyl-7-[(propan-2-yloxy)carbonyl]indolizine-3-yl}carbonyl)phenyl]propyl}cyclopentane carboxylic acid

cyclopentanecarboxylic acid benzyl ester