(S)-1-(1-triphenylmethylimidazol-4-ylmethyl)-2-(2-methoxyethyl)-4-(1-naphthalenylcarbonyl)piperazine

Base Information

Chemical Name:(S)-1-(1-triphenylmethylimidazol-4-ylmethyl)-2-(2-methoxyethyl)-4-(1-naphthalenylcarbonyl)piperazine
CAS No.:252259-66-8
Molecular Formula:C₄₁H₄₀N₄O₂
Molecular Weight:620.794
Hs Code.:

Synonyms:(S)-1-(1-triphenylmethylimidazol-4-ylmethyl)-2-(2-methoxyethyl)-4-(1-naphthalenylcarbonyl)piperazine

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Chemical Property of (S)-1-(1-triphenylmethylimidazol-4-ylmethyl)-2-(2-methoxyethyl)-4-(1-naphthalenylcarbonyl)piperazine

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Technology Process of (S)-1-(1-triphenylmethylimidazol-4-ylmethyl)-2-(2-methoxyethyl)-4-(1-naphthalenylcarbonyl)piperazine

There total 4 articles about (S)-1-(1-triphenylmethylimidazol-4-ylmethyl)-2-(2-methoxyethyl)-4-(1-naphthalenylcarbonyl)piperazine 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: 70.0%

: 33016-47-6
(1-tritylimidazol-4-yl)carboxaldehyde

: 3(S)-(2-methoxyethyl)-1-(1-naphthalenylcarbonyl)piperazine hydrochloride

: 252259-66-8
(S)-1-(1-triphenylmethylimidazol-4-ylmethyl)-2-(2-methoxyethyl)-4-(1-naphthalenylcarbonyl)piperazine

Guidance literature:: (1-tritylimidazol-4-yl)carboxaldehyde; 3(S)-(2-methoxyethyl)-1-(1-naphthalenylcarbonyl)piperazine hydrochloride; With titanium(IV) isopropylate; In tetrahydrofuran; ethanol; for 1h;

With sodium cyanoborohydride; In tetrahydrofuran; ethanol; for 16h;
DOI:10.1021/jm990391w

Reference yield:

: 86-55-5
1-naphthalenecarboxylic acid

: 252259-66-8
(S)-1-(1-triphenylmethylimidazol-4-ylmethyl)-2-(2-methoxyethyl)-4-(1-naphthalenylcarbonyl)piperazine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 99 percent / EDC; HOBt; DIEA / dimethylformamide / 16 h / 20 °C

2.1: HCl / dioxane; various solvent(s) / 0.5 h

3.1: titanium isopropoxide / tetrahydrofuran; ethanol / 1 h

3.2: 70 percent / sodium cyanoborohydride / tetrahydrofuran; ethanol / 16 h

With titanium(IV) isopropylate; hydrogenchloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; ethanol; N,N-dimethyl-formamide; 1.1: Acylation / 2.1: deprotection / 3.1: Addition / 3.2: Reduction;
DOI:10.1021/jm990391w

Reference yield:

: 175357-63-8
1-[(1,1-dimethylethoxy)carbonyl]-2(S)-(2-methoxyethyl)-4-(1-naphthalenylcarbonyl)piperazine

: 252259-66-8
(S)-1-(1-triphenylmethylimidazol-4-ylmethyl)-2-(2-methoxyethyl)-4-(1-naphthalenylcarbonyl)piperazine

Guidance literature:: Multi-step reaction with 2 steps

1.1: HCl / dioxane; various solvent(s) / 0.5 h

2.1: titanium isopropoxide / tetrahydrofuran; ethanol / 1 h

2.2: 70 percent / sodium cyanoborohydride / tetrahydrofuran; ethanol / 16 h

With titanium(IV) isopropylate; hydrogenchloride; In tetrahydrofuran; 1,4-dioxane; ethanol; 1.1: deprotection / 2.1: Addition / 2.2: Reduction;
DOI:10.1021/jm990391w