3-{[(benzyloxy)carbonyl]amino}-7-vinylquinoline-2-carboxylic acid

Base Information

• Chemical Name: 3-{[(benzyloxy)carbonyl]amino}-7-vinylquinoline-2-carboxylic acid
• CAS No.: 1620239-37-3
• Molecular Formula: C₂₀H₁₆N₂O₄
• Molecular Weight: 348.358
• Mol file: 1620239-37-3.mol

Synonyms:3-{[(benzyloxy)carbonyl]amino}-7-vinylquinoline-2-carboxylic acid

Chemical Property of 3-{[(benzyloxy)carbonyl]amino}-7-vinylquinoline-2-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-{[(benzyloxy)carbonyl]amino}-7-vinylquinoline-2-carboxylic acid

There total 6 articles about 3-{[(benzyloxy)carbonyl]amino}-7-vinylquinoline-2-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: 92.0%

3-amino-7-vinylquinoline-2-carboxylic acid (1620239-36-2) + benzyl chloroformate (501-53-1,94274-21-2) → 3-{[(benzyloxy)carbonyl]amino}-7-vinylquinoline-2-carboxylic acid (1620239-37-3)

Guidance literature:

With sodium hydroxide; In water; at -10 - 20 ℃; for 1h;

Reference yield:

C22H20N2O4 → 3-{[(benzyloxy)carbonyl]amino}-7-vinylquinoline-2-carboxylic acid (1620239-37-3)

Guidance literature:

With water; acetic acid; pH=5;

Reference yield:

ethyl 3-amino-7-bromoquinoline-2-carboxylate (1260807-99-5) → 3-{[(benzyloxy)carbonyl]amino}-7-vinylquinoline-2-carboxylic acid (1620239-37-3)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / dichloromethane / -10 - 20 °C

2: chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); potassium phosphate / 1,4-dioxane / 6 h / 90 °C / Inert atmosphere; Sealed tube

3: acetic acid; water / pH 5

With pyridine; potassium phosphate; chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); water; acetic acid; In 1,4-dioxane; dichloromethane;

upstream raw materials:

3-amino-7-vinylquinoline-2-carboxylic acid

benzyl chloroformate

ethyl 3-amino-7-bromoquinoline-2-carboxylate

ethyl 3-{[(benzyloxy)carbonyl]amino}-7-bromoquinoline-2-carboxylate

Downstream raw materials:

benzyl (2-{[(4-{(3S)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}pyridin-3-yl)amino]carbonyl}-7-formylquinolin-3-yl)carbamate

benzyl [2-{[(4-{(3S)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}pyridin-3-yl)amino]carbonyl}-7-(1-hydroxyethyl)quinolin-3-yl]carbamate

tert-butyl [(3S)-1-(3-{[(7-acetyl-3-{[(benzyloxy)carbonyl]amino}quinolin-2-yl)carbonyl]amino}pyridin-4-yl)piperidin-3-yl]carbamate

benzyl [2-{[(4-{(3S)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}pyridin-3-yl)amino]carbonyl}-7-(1-hydroxy-1-methylethyl)quinolin-3-yl]carbamate