(S_s)-(E)-N-((1-(4-methoxybenzyl)-3-(2-(4-methoxybenzyloxy)ethyl)-1H-indol-2-yl)methylidene)-4-methylbenzenesulfinamide

Base Information

• Chemical Name: (S_s)-(E)-N-((1-(4-methoxybenzyl)-3-(2-(4-methoxybenzyloxy)ethyl)-1H-indol-2-yl)methylidene)-4-methylbenzenesulfinamide
• CAS No.: 915415-73-5
• Molecular Formula: C₃₄H₃₄N₂O₄S
• Molecular Weight: 566.721

Synonyms:(S_s)-(E)-N-((1-(4-methoxybenzyl)-3-(2-(4-methoxybenzyloxy)ethyl)-1H-indol-2-yl)methylidene)-4-methylbenzenesulfinamide

Chemical Property of (S_s)-(E)-N-((1-(4-methoxybenzyl)-3-(2-(4-methoxybenzyloxy)ethyl)-1H-indol-2-yl)methylidene)-4-methylbenzenesulfinamide

Chemical Property:

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Technology Process of (S_s)-(E)-N-((1-(4-methoxybenzyl)-3-(2-(4-methoxybenzyloxy)ethyl)-1H-indol-2-yl)methylidene)-4-methylbenzenesulfinamide

There total 4 articles about (S_s)-(E)-N-((1-(4-methoxybenzyl)-3-(2-(4-methoxybenzyloxy)ethyl)-1H-indol-2-yl)methylidene)-4-methylbenzenesulfinamide 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: 80.0%

1-(4-methoxybenzyl)-3-(2-(4-methoxybenzyloxy)ethyl)-1H-indole-2-carbaldehyde (915415-72-4) + (S)-p-toluenesulfinimide (188447-91-8) → (Ss)-(E)-N-((1-(4-methoxybenzyl)-3-(2-(4-methoxybenzyloxy)ethyl)-1H-indol-2-yl)methylidene)-4-methylbenzenesulfinamide (915415-73-5)

Guidance literature:

With titanium(IV) tetraethanolate; In dichloromethane; Heating;

DOI:10.1021/jo061443+

Reference yield:

1-(4-methoxybenzyl)-3-(2-(4-methoxybenzyloxy)ethyl)-1H-indole (915415-71-3) → (Ss)-(E)-N-((1-(4-methoxybenzyl)-3-(2-(4-methoxybenzyloxy)ethyl)-1H-indol-2-yl)methylidene)-4-methylbenzenesulfinamide (915415-73-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 62 percent / POCl₃ / 4.5 h / 20 - 45 °C

2: 80 percent / Ti(OEt)4 / CH₂Cl₂ / Heating

With titanium(IV) tetraethanolate; trichlorophosphate; In dichloromethane; 1: Vilsmeier formylation reaction;

DOI:10.1021/jo061443+

Reference yield:

2-(3-indole)-ethanol (526-55-6,930395-07-6) → (Ss)-(E)-N-((1-(4-methoxybenzyl)-3-(2-(4-methoxybenzyloxy)ethyl)-1H-indol-2-yl)methylidene)-4-methylbenzenesulfinamide (915415-73-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / NaH / dimethylformamide / 0 - 20 °C

2: 62 percent / POCl₃ / 4.5 h / 20 - 45 °C

3: 80 percent / Ti(OEt)4 / CH₂Cl₂ / Heating

With titanium(IV) tetraethanolate; sodium hydride; trichlorophosphate; In dichloromethane; N,N-dimethyl-formamide; 2: Vilsmeier formylation reaction;

DOI:10.1021/jo061443+

upstream raw materials:

1-(4-methoxybenzyl)-3-(2-(4-methoxybenzyloxy)ethyl)-1H-indole-2-carbaldehyde

(S)-p-toluenesulfinimide

1-(4-methoxybenzyl)-3-(2-(4-methoxybenzyloxy)ethyl)-1H-indole

2-(3-indole)-ethanol

Downstream raw materials:

(S_s)-(-)-N-[(1S)-2-(3-cyanopyridin-4-yl)-1-(1-(4-methoxybenzyl)-3-{2-[(4-methoxybenzyl)oxy]ethyl}-1H-indol-2-yl)-ethyl]-4-methylbenzenesulfinamide

3-{1-(4-methoxy-benzyl)-3-[2-(4-methoxy-benzyloxy)-ethyl]-1H-indol-2-yl}-1-methyl-3,4-dihydro-[2,7]naphthyridine

(1S,3S)-(-)-3-(1-(4-methoxybenzyl)-3-{2-[(4-methoxybenzyl)oxy]ethyl}-1H-indol-2-yl)-1-methyl-1,2,3,4-tetrahydro-2,7-naphthyridine

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