Quinoline, 2-[[[2-[3-(aminooxy)-2,2-dimethylpropyl]-1-[(4-chlorophenyl)methyl]-3-[(1 ,1-dimethylethyl)thio]-1H-indol-5-yl]oxy]methyl]-

Base Information

• Chemical Name: Quinoline, 2-[[[2-[3-(aminooxy)-2,2-dimethylpropyl]-1-[(4-chlorophenyl)methyl]-3-[(1 ,1-dimethylethyl)thio]-1H-indol-5-yl]oxy]methyl]-
• CAS No.: 189239-03-0
• Molecular Formula: C₃₄H₃₈ClN₃O₂S
• Molecular Weight: 588.214
• Mol file: 189239-03-0.mol

Synonyms:

Chemical Property of Quinoline, 2-[[[2-[3-(aminooxy)-2,2-dimethylpropyl]-1-[(4-chlorophenyl)methyl]-3-[(1 ,1-dimethylethyl)thio]-1H-indol-5-yl]oxy]methyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Quinoline, 2-[[[2-[3-(aminooxy)-2,2-dimethylpropyl]-1-[(4-chlorophenyl)methyl]-3-[(1 ,1-dimethylethyl)thio]-1H-indol-5-yl]oxy]methyl]-

There total 8 articles about Quinoline, 2-[[[2-[3-(aminooxy)-2,2-dimethylpropyl]-1-[(4-chlorophenyl)methyl]-3-[(1 ,1-dimethylethyl)thio]-1H-indol-5-yl]oxy]methyl]- 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:

2-{3-[3-tert-Butylsulfanyl-1-(4-chloro-benzyl)-5-(quinolin-2-ylmethoxy)-1H-indol-2-yl]-2,2-dimethyl-propoxy}-isoindole-1,3-dione → O-{3-[3-tert-Butylsulfanyl-1-(4-chloro-benzyl)-5-(quinolin-2-ylmethoxy)-1H-indol-2-yl]-2,2-dimethyl-propyl}-hydroxylamine (189239-03-0)

Guidance literature:

With hydrazine hydrate; In ethanol; for 1h; Yield given; Heating;

DOI:10.1016/S0968-0896(96)00265-9

Reference yield:

4-methoxyphenylhydrazine hydrochloride (19501-58-7) → O-{3-[3-tert-Butylsulfanyl-1-(4-chloro-benzyl)-5-(quinolin-2-ylmethoxy)-1H-indol-2-yl]-2,2-dimethyl-propyl}-hydroxylamine (189239-03-0)

Guidance literature:

Multi-step reaction with 7 steps

1: 76 percent / diisopropylamine, tetrabutylammonium bromide / CH₂Cl₂ / 48 h / Ambient temperature

2: 50 percent / acetic acid / toluene / 96 h / Ambient temperature

3: 70 percent / AlCl₃, t-BuSH / CH₂Cl₂ / a) 0 deg C, 10 min, b) RT, 3 h

4: 84 percent / K₂CO₃ / dimethylformamide / a) 60 deg C, 3 h, b) RT, 15 h

5: 99 percent / NaBH₄, CaCl₂ / ethanol; tetrahydrofuran / a) 0 deg C, 2 h, b) RT, 14 h

6: triphenylphosphine, diisopropyl azodicarboxylate / tetrahydrofuran / 2 h / Ambient temperature

7: hydrazine hydrate / ethanol / 1 h / Heating

With sodium tetrahydroborate; aluminium trichloride; di-isopropyl azodicarboxylate; tetrabutylammomium bromide; potassium carbonate; hydrazine hydrate; 2-methylpropan-2-thiol; acetic acid; diisopropylamine; triphenylphosphine; calcium chloride; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0968-0896(96)00265-9

Reference yield:

1-(4-chlorobenzyl)-1-(4-methoxyphenyl)hydrazine (62646-04-2) → O-{3-[3-tert-Butylsulfanyl-1-(4-chloro-benzyl)-5-(quinolin-2-ylmethoxy)-1H-indol-2-yl]-2,2-dimethyl-propyl}-hydroxylamine (189239-03-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 50 percent / acetic acid / toluene / 96 h / Ambient temperature

2: 70 percent / AlCl₃, t-BuSH / CH₂Cl₂ / a) 0 deg C, 10 min, b) RT, 3 h

3: 84 percent / K₂CO₃ / dimethylformamide / a) 60 deg C, 3 h, b) RT, 15 h

4: 99 percent / NaBH₄, CaCl₂ / ethanol; tetrahydrofuran / a) 0 deg C, 2 h, b) RT, 14 h

5: triphenylphosphine, diisopropyl azodicarboxylate / tetrahydrofuran / 2 h / Ambient temperature

6: hydrazine hydrate / ethanol / 1 h / Heating

With sodium tetrahydroborate; aluminium trichloride; di-isopropyl azodicarboxylate; potassium carbonate; hydrazine hydrate; 2-methylpropan-2-thiol; acetic acid; triphenylphosphine; calcium chloride; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0968-0896(96)00265-9

upstream raw materials:

4-methoxyphenylhydrazine hydrochloride

1-(4-chlorobenzyl)-1-(4-methoxyphenyl)hydrazine

1-Chloro-4-(chloromethyl)benzene

3-[3-(1,1-dimethylethylthio)-5-(quinolin-2-ylmethoxy)-1-(4-chlorophenylmethyl)indol-2-yl]-2,2-dimethylpropanol