8-[3'-(i-pentyloxy)-5'-(3''-N-BOC-aminobenzyloxy)benzyloxy]-2-[1-(3'''-acetoxybenzyl)]-quinolinone

Base Information

Chemical Name:8-[3'-(i-pentyloxy)-5'-(3''-N-BOC-aminobenzyloxy)benzyloxy]-2-[1-(3'''-acetoxybenzyl)]-quinolinone
CAS No.:299217-24-6
Molecular Formula:C₄₂H₄₆N₂O₈
Molecular Weight:706.836
Hs Code.:

Synonyms:8-[3'-(i-pentyloxy)-5'-(3''-N-BOC-aminobenzyloxy)benzyloxy]-2-[1-(3'''-acetoxybenzyl)]-quinolinone

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Chemical Property of 8-[3'-(i-pentyloxy)-5'-(3''-N-BOC-aminobenzyloxy)benzyloxy]-2-[1-(3'''-acetoxybenzyl)]-quinolinone

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Technology Process of 8-[3'-(i-pentyloxy)-5'-(3''-N-BOC-aminobenzyloxy)benzyloxy]-2-[1-(3'''-acetoxybenzyl)]-quinolinone

There total 10 articles about 8-[3'-(i-pentyloxy)-5'-(3''-N-BOC-aminobenzyloxy)benzyloxy]-2-[1-(3'''-acetoxybenzyl)]-quinolinone 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: 38.0%

: 49617-80-3
m-(bromomethyl)phenyl acetate

: 299217-23-5
8-[3'-(i-pentyloxy)-5'-(3''-N-BOC-aminobenzyloxy)benzyloxy]-2-[1H]-quinolinone

: 299217-24-6
8-[3'-(i-pentyloxy)-5'-(3''-N-BOC-aminobenzyloxy)benzyloxy]-2-[1-(3'''-acetoxybenzyl)]-quinolinone

Guidance literature:: With potassium hydroxide; tetra-(n-butyl)ammonium iodide; In toluene; at 50 ℃; for 4h;
DOI:10.1016/S0040-4020(00)00179-4

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 299217-24-6
8-[3'-(i-pentyloxy)-5'-(3''-N-BOC-aminobenzyloxy)benzyloxy]-2-[1-(3'''-acetoxybenzyl)]-quinolinone

Guidance literature:: Multi-step reaction with 7 steps

1: tetrahydrofuran / 4 h / Heating

2: CBr₄; PPh₃ / CH₂Cl₂ / 1 h / 0 °C

3: 41 percent / K₂CO₃ / acetone / 5 h / Heating

4: 92 percent / K₂CO₃; 18-crown-6 / acetone / 5 h / Heating

5: 87 percent / CBr₄; PPh₃ / CH₂Cl₂ / 1 h / 0 °C

6: 85 percent / K₂CO₃ / acetone / 15 h / Heating

7: 38 percent / KOH; TBAI / toluene / 4 h / 50 °C

With potassium hydroxide; 18-crown-6 ether; carbon tetrabromide; tetra-(n-butyl)ammonium iodide; potassium carbonate; triphenylphosphine; In tetrahydrofuran; dichloromethane; acetone; toluene; 1: Substitution / 2: Substitution / 3: Alkylation / 4: Alkylation / 5: Substitution / 6: Alkylation / 7: Alkylation;
DOI:10.1016/S0040-4020(00)00179-4

Reference yield:

: 620-24-6
3-Hydroxybenzyl alcohol

: 299217-24-6
8-[3'-(i-pentyloxy)-5'-(3''-N-BOC-aminobenzyloxy)benzyloxy]-2-[1-(3'''-acetoxybenzyl)]-quinolinone

Guidance literature:: Multi-step reaction with 3 steps

1: 65 percent / KOH / H₂O / 0.75 h

2: 68 percent / PBr₃ / toluene / 1.5 h

3: 38 percent / KOH; TBAI / toluene / 4 h / 50 °C

With potassium hydroxide; phosphorus tribromide; tetra-(n-butyl)ammonium iodide; In water; toluene; 1: Acetylation / 2: Substitution / 3: Alkylation;
DOI:10.1016/S0040-4020(00)00179-4