2-[3-tert-Butylsulfanyl-1-(4-chloro-benzyl)-5-(quinolin-2-ylmethoxy)-1H-indol-2-ylmethoxy]-isoindole-1,3-dione

Base Information

Chemical Name:2-[3-tert-Butylsulfanyl-1-(4-chloro-benzyl)-5-(quinolin-2-ylmethoxy)-1H-indol-2-ylmethoxy]-isoindole-1,3-dione
CAS No.:168018-39-1
Molecular Formula:C₃₈H₃₂ClN₃O₄S
Molecular Weight:662.209
Hs Code.:

Synonyms:2-[3-tert-Butylsulfanyl-1-(4-chloro-benzyl)-5-(quinolin-2-ylmethoxy)-1H-indol-2-ylmethoxy]-isoindole-1,3-dione

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Chemical Property of 2-[3-tert-Butylsulfanyl-1-(4-chloro-benzyl)-5-(quinolin-2-ylmethoxy)-1H-indol-2-ylmethoxy]-isoindole-1,3-dione

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Technology Process of 2-[3-tert-Butylsulfanyl-1-(4-chloro-benzyl)-5-(quinolin-2-ylmethoxy)-1H-indol-2-ylmethoxy]-isoindole-1,3-dione

There total 10 articles about 2-[3-tert-Butylsulfanyl-1-(4-chloro-benzyl)-5-(quinolin-2-ylmethoxy)-1H-indol-2-ylmethoxy]-isoindole-1,3-dione 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: 82.0%

: 524-38-9
N-hydroxyphthalimide

: 168018-38-0
[3-tert-Butylsulfanyl-1-(4-chloro-benzyl)-5-(quinolin-2-ylmethoxy)-1H-indol-2-yl]-methanol

: 168018-39-1
2-[3-tert-Butylsulfanyl-1-(4-chloro-benzyl)-5-(quinolin-2-ylmethoxy)-1H-indol-2-ylmethoxy]-isoindole-1,3-dione

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; for 15h; Ambient temperature;
DOI:10.1016/S0968-0896(96)00265-9

Reference yield:

: 4377-41-7
2-Chloromethylquinoline

: 168018-39-1
2-[3-tert-Butylsulfanyl-1-(4-chloro-benzyl)-5-(quinolin-2-ylmethoxy)-1H-indol-2-ylmethoxy]-isoindole-1,3-dione

Guidance literature:: Multi-step reaction with 5 steps

1: K₂CO₃ / dimethylformamide / 14 h / 50 °C

2: 72 percent / 1 N aq. NaOH / methanol; dioxane / 6 h / 50 °C

3: triethylamine / tetrahydrofuran / 0.33 h / -15 - -10 °C

4: NaBH₄ / tetrahydrofuran / -10 - 0 °C

5: 82 percent / triphenylphosphine, diethylazodicarboxylate / tetrahydrofuran / 15 h / Ambient temperature

With sodium hydroxide; sodium tetrahydroborate; potassium carbonate; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; methanol; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(96)00265-9

Reference yield:

: 19501-58-7
4-methoxyphenylhydrazine hydrochloride

: 168018-39-1
2-[3-tert-Butylsulfanyl-1-(4-chloro-benzyl)-5-(quinolin-2-ylmethoxy)-1H-indol-2-ylmethoxy]-isoindole-1,3-dione

Guidance literature:: Multi-step reaction with 8 steps

1: 34 percent / 2-methyl-propan-2-ol / 48 h / Heating

2: 1.) NaH / 1.) DMF, RT, 15 min, 2.) DMF, RT, 14 h

3: AlCl₃, t-BuSH / CH₂Cl₂ / 0.75 h / 0 °C

4: K₂CO₃ / dimethylformamide / 14 h / 50 °C

5: 72 percent / 1 N aq. NaOH / methanol; dioxane / 6 h / 50 °C

6: triethylamine / tetrahydrofuran / 0.33 h / -15 - -10 °C

7: NaBH₄ / tetrahydrofuran / -10 - 0 °C

8: 82 percent / triphenylphosphine, diethylazodicarboxylate / tetrahydrofuran / 15 h / Ambient temperature

With sodium hydroxide; sodium tetrahydroborate; aluminium trichloride; sodium hydride; potassium carbonate; 2-methylpropan-2-thiol; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/S0968-0896(96)00265-9