biphenyl-2-ylcarbamic acid 1-(2-{[4-(4-{[(R)-2-(tert-butyldimethyl-silanyloxy)-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)-ethylamino]methyl}-2,5-dimethylphenylcarbamoyl)butyl]methylcarbamoyl}ethyl)piperidin-4-yl ester

Base Information

• Chemical Name: biphenyl-2-ylcarbamic acid 1-(2-{[4-(4-{[(R)-2-(tert-butyldimethyl-silanyloxy)-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)-ethylamino]methyl}-2,5-dimethylphenylcarbamoyl)butyl]methylcarbamoyl}ethyl)piperidin-4-yl ester
• CAS No.: 1253582-38-5
• Molecular Formula: C₅₃H₇₀N₆O₇Si
• Molecular Weight: 931.26
• Mol file: 1253582-38-5.mol

Synonyms:biphenyl-2-ylcarbamic acid 1-(2-{[4-(4-{[(R)-2-(tert-butyldimethyl-silanyloxy)-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)-ethylamino]methyl}-2,5-dimethylphenylcarbamoyl)butyl]methylcarbamoyl}ethyl)piperidin-4-yl ester

Chemical Property of biphenyl-2-ylcarbamic acid 1-(2-{[4-(4-{[(R)-2-(tert-butyldimethyl-silanyloxy)-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)-ethylamino]methyl}-2,5-dimethylphenylcarbamoyl)butyl]methylcarbamoyl}ethyl)piperidin-4-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of biphenyl-2-ylcarbamic acid 1-(2-{[4-(4-{[(R)-2-(tert-butyldimethyl-silanyloxy)-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)-ethylamino]methyl}-2,5-dimethylphenylcarbamoyl)butyl]methylcarbamoyl}ethyl)piperidin-4-yl ester

There total 13 articles about biphenyl-2-ylcarbamic acid 1-(2-{[4-(4-{[(R)-2-(tert-butyldimethyl-silanyloxy)-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)-ethylamino]methyl}-2,5-dimethylphenylcarbamoyl)butyl]methylcarbamoyl}ethyl)piperidin-4-yl ester 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: 60.0%

(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethanaminium acetate + biphenyl-2-ylcarbamic acid 1-(2-{[4-(4-formyl-2,5-dimethyl-phenylcarbamoyl)butyl]methylcarbamoyl}ethyl)piperidin-4-yl ester (1253582-37-4) → biphenyl-2-ylcarbamic acid 1-(2-{[4-(4-{[(R)-2-(tert-butyldimethyl-silanyloxy)-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)-ethylamino]methyl}-2,5-dimethylphenylcarbamoyl)butyl]methylcarbamoyl}ethyl)piperidin-4-yl ester (1253582-38-5)

Guidance literature:

(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethanaminium acetate; biphenyl-2-ylcarbamic acid 1-(2-{[4-(4-formyl-2,5-dimethyl-phenylcarbamoyl)butyl]methylcarbamoyl}ethyl)piperidin-4-yl ester; In methanol; dichloromethane; at 20 ℃; for 0.5h;

With methanol; sodium tris(acetoxy)borohydride; In dichloromethane; at 20 ℃; for 4h;

Reference yield:

dibenzyl-(4-[1,3]dioxolan-2-yl-2,5-dimethyl-phenyl)amine (954136-51-7) → biphenyl-2-ylcarbamic acid 1-(2-{[4-(4-{[(R)-2-(tert-butyldimethyl-silanyloxy)-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)-ethylamino]methyl}-2,5-dimethylphenylcarbamoyl)butyl]methylcarbamoyl}ethyl)piperidin-4-yl ester (1253582-38-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydrogen; sodium hydrogencarbonate / palladium 10% on activated carbon / ethanol; water; ethyl acetate / 3 h / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 20 °C

2.2: 3 h / 20 °C

3.1: pyridine-SO₃ complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 °C

4.1: methanol; dichloromethane / 0.5 h / 20 °C

4.2: 4 h / 20 °C

With pyridine-SO₃ complex; hydrogen; sodium hydrogencarbonate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; palladium 10% on activated carbon; In methanol; ethanol; dichloromethane; water; ethyl acetate;

Reference yield:

dibenzyl-(4-iodo-2,5-dimethylphenyl)amine (953394-03-1) → biphenyl-2-ylcarbamic acid 1-(2-{[4-(4-{[(R)-2-(tert-butyldimethyl-silanyloxy)-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)-ethylamino]methyl}-2,5-dimethylphenylcarbamoyl)butyl]methylcarbamoyl}ethyl)piperidin-4-yl ester (1253582-38-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: n-butyllithium / hexanes; toluene / 0.75 h / -15 °C / Inert atmosphere

1.2: 2.17 h

2.1: toluene-4-sulfonic acid / toluene / 80 °C / Inert atmosphere

3.1: hydrogen; sodium hydrogencarbonate / palladium 10% on activated carbon / ethanol; water; ethyl acetate / 3 h / Inert atmosphere

4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 20 °C

4.2: 3 h / 20 °C

5.1: pyridine-SO₃ complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 °C

6.1: methanol; dichloromethane / 0.5 h / 20 °C

6.2: 4 h / 20 °C

With n-butyllithium; pyridine-SO₃ complex; hydrogen; sodium hydrogencarbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; palladium 10% on activated carbon; In methanol; hexanes; ethanol; dichloromethane; water; ethyl acetate; toluene;

upstream raw materials:

biphenyl-2-ylcarbamic acid 1-(2-{[4-(4-formyl-2,5-dimethyl-phenylcarbamoyl)butyl]methylcarbamoyl}ethyl)piperidin-4-yl ester

3-[4-[(2-phenylphenyl)carbamoyloxy]-1-piperidyl]propanoic acid

dibenzyl-(4-iodo-2,5-dimethylphenyl)amine

dibenzyl-(4-[1,3]dioxolan-2-yl-2,5-dimethyl-phenyl)amine

Refernces