methyl 2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-3-(2-chlorobenzyl)-5-methyl-4-oxo-4,5-dihydro-3H-imidazo[4,5-c]quinoline-8-carboxylate

Base Information

• Chemical Name: methyl 2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-3-(2-chlorobenzyl)-5-methyl-4-oxo-4,5-dihydro-3H-imidazo[4,5-c]quinoline-8-carboxylate
• CAS No.: 853069-31-5
• Molecular Formula: C₃₀H₃₄ClN₅O₅
• Molecular Weight: 580.083
• Mol file: 853069-31-5.mol

Synonyms:methyl 2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-3-(2-chlorobenzyl)-5-methyl-4-oxo-4,5-dihydro-3H-imidazo[4,5-c]quinoline-8-carboxylate

Chemical Property of methyl 2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-3-(2-chlorobenzyl)-5-methyl-4-oxo-4,5-dihydro-3H-imidazo[4,5-c]quinoline-8-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-3-(2-chlorobenzyl)-5-methyl-4-oxo-4,5-dihydro-3H-imidazo[4,5-c]quinoline-8-carboxylate

There total 12 articles about methyl 2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-3-(2-chlorobenzyl)-5-methyl-4-oxo-4,5-dihydro-3H-imidazo[4,5-c]quinoline-8-carboxylate 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: 85.0%

methyl 4-[{[2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-1-(2-chlorobenzyl)-4-iodo-1H-imidazol-5-yl]carbonyl}(methyl)amino]benzoate (853069-87-1) → methyl 2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-3-(2-chlorobenzyl)-5-methyl-4-oxo-4,5-dihydro-3H-imidazo[4,5-c]quinoline-8-carboxylate (853069-31-5)

Guidance literature:

With silver (I) hydrogen carbonate; palladium diacetate; triphenylphosphine; In N,N-dimethyl-formamide; at 150 ℃; for 1h;

DOI:10.1016/j.bmc.2012.07.046

Reference yield: 73.0%

methyl 4-[{[4-amino-2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-1-(2-chlorobenzyl)-1H-imidazol-5-yl]carbonyl}(methyl)amino]benzoate → methyl 2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-3-(2-chlorobenzyl)-5-methyl-4-oxo-4,5-dihydro-3H-imidazo[4,5-c]quinoline-8-carboxylate (853069-31-5)

Guidance literature:

With isopentyl nitrite; In 1,4-dioxane; at 80 ℃; for 3h; Reagent/catalyst; Solvent; Temperature;

DOI:10.1016/j.bmc.2014.12.051

Reference yield:

(R)-piperidin-3-ylcarbamic acid tert-butyl ester (309956-78-3,172603-05-3) → methyl 2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-3-(2-chlorobenzyl)-5-methyl-4-oxo-4,5-dihydro-3H-imidazo[4,5-c]quinoline-8-carboxylate (853069-31-5)

Guidance literature:

Multi-step reaction with 4 steps

1: isopropyl alcohol / 1 h / 0 - 20 °C

2: isopropyl alcohol / 2 h / 80 °C

3: caesium carbonate / acetonitrile / 7 h / 40 - 60 °C

4: isopentyl nitrite / 1,4-dioxane / 3 h / 80 °C

With caesium carbonate; isopentyl nitrite; In 1,4-dioxane; isopropyl alcohol; acetonitrile;

DOI:10.1016/j.bmc.2014.12.051

upstream raw materials:

methyl 4-[{[2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-1-(2-chlorobenzyl)-4-iodo-1H-imidazol-5-yl]carbonyl}(methyl)amino]benzoate

(R)-piperidin-3-ylcarbamic acid tert-butyl ester

methyl 4-(N-methyl)aminobenzoate

ethyl 4-[(chloroaceetyl)(methyl)amino]benzoate

Downstream raw materials:

tert-butyl {(3R)-1-[3-(2-chlorobenzyl)-8-(dimethylcarbamoyl)-5-methyl-4-oxo-4,5-dihydro-3H-imidazo[4,5-c]quinolin-2-yl]piperidin-3-yl}carbamate

tert-butyl {(3R)-1-[8-carbamoyl-3-(2-chlorobenzyl)-5-methyl-4-oxo-4,5-dihydro-3H-imidazo[4,5-c]quinolin-2-yl]piperidin-3-yl}carbamate

2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-3-(2-chlorobenzyl)-5-methyl-4-oxo-4,5-dihydro-3H-imidazo[4,5-c]quinoline-8-carboxylic acid

methyl 2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-3-(2-chloro-5-fluorobenzyl)-5-methyl-4-oxo-4,5-dihydro-3H-imidazo[4,5-c]quinoline-8-carboxylate