ethylcarbamic acid 3-(2-[benzyloxycarbonyl-[4-(4-benzyloxyphenyl)butyl]amino]-ethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl ester

Base Information

• Chemical Name: ethylcarbamic acid 3-(2-[benzyloxycarbonyl-[4-(4-benzyloxyphenyl)butyl]amino]-ethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl ester
• CAS No.: 192773-98-1
• Molecular Formula: C₄₆H₄₉N₃O₅
• Molecular Weight: 723.912

Synonyms:ethylcarbamic acid 3-(2-[benzyloxycarbonyl-[4-(4-benzyloxyphenyl)butyl]amino]-ethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl ester

Chemical Property of ethylcarbamic acid 3-(2-[benzyloxycarbonyl-[4-(4-benzyloxyphenyl)butyl]amino]-ethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of ethylcarbamic acid 3-(2-[benzyloxycarbonyl-[4-(4-benzyloxyphenyl)butyl]amino]-ethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl ester

There total 16 articles about ethylcarbamic acid 3-(2-[benzyloxycarbonyl-[4-(4-benzyloxyphenyl)butyl]amino]-ethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl ester 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:

ethyl isocyanate (109-90-0) + [4-(4-benzyloxyphenyl)-butyl]-[2-[2-(3,5-dimethylphenyl)-5-hydroxy-1H-indol-3-yl]ethyl]carbamic acid benzyl ester (192773-96-9) → ethylcarbamic acid 3-(2-[benzyloxycarbonyl-[4-(4-benzyloxyphenyl)butyl]amino]-ethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl ester (192773-98-1)

Guidance literature:

In tetrahydrofuran;

Reference yield:

5-benzyloxytryptamine (20776-45-8) → ethylcarbamic acid 3-(2-[benzyloxycarbonyl-[4-(4-benzyloxyphenyl)butyl]amino]-ethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl ester (192773-98-1)

Guidance literature:

Multi-step reaction with 12 steps

1.1: tetrahydrofuran / Heating

2.1: pyridine hydrobromide perbromide / tetrahydrofuran; CHCl₃

3.1: Na₂CO₃; LiCl; Pd(PPh₃)4 / toluene; ethanol / 1.25 h / Heating

4.1: aq. hydrazine / tetrahydrofuran; ethanol

5.1: HOBT; EDAC / dimethylformamide; CH₂Cl₂

6.1: BH₃*THF / tetrahydrofuran / 3 h / Heating

6.2: N,N-dimethylethanolamine / methanol; tetrahydrofuran / 3 h / Heating

7.1: H₂ / 10 percent Pd/C / ethyl acetate / 48 h / 760 Torr

8.1: aq. hydrazine / tetrahydrofuran; ethanol

9.1: 91 percent / HOBT; EDAC / CH₂Cl₂

10.1: BH₃*THF / tetrahydrofuran / Heating

10.2: N,N-dimethylethanolamine / methanol; tetrahydrofuran / Heating

11.1: Huenig's base / CH₂Cl₂ / -78 °C

12.1: pyridine / CH₂Cl₂ / 0.5 h / 0 °C

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; borane-THF; hydrogen; pyridinium hydrobromide perbromide; sodium carbonate; benzotriazol-1-ol; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; lithium chloride; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; chloroform; ethyl acetate; N,N-dimethyl-formamide; toluene; 3.1: modified Suzuki reaction;

DOI:10.1016/S0960-894X(00)00708-3

Reference yield:

N-[2-(5-benzyloxy-indol-3-yl)-ethyl]-phthalimide (53157-45-2) → ethylcarbamic acid 3-(2-[benzyloxycarbonyl-[4-(4-benzyloxyphenyl)butyl]amino]-ethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl ester (192773-98-1)

Guidance literature:

Multi-step reaction with 11 steps

1.1: pyridine hydrobromide perbromide / tetrahydrofuran; CHCl₃

2.1: Na₂CO₃; LiCl; Pd(PPh₃)4 / toluene; ethanol / 1.25 h / Heating

3.1: aq. hydrazine / tetrahydrofuran; ethanol

4.1: HOBT; EDAC / dimethylformamide; CH₂Cl₂

5.1: BH₃*THF / tetrahydrofuran / 3 h / Heating

5.2: N,N-dimethylethanolamine / methanol; tetrahydrofuran / 3 h / Heating

6.1: H₂ / 10 percent Pd/C / ethyl acetate / 48 h / 760 Torr

7.1: aq. hydrazine / tetrahydrofuran; ethanol

8.1: 91 percent / HOBT; EDAC / CH₂Cl₂

9.1: BH₃*THF / tetrahydrofuran / Heating

9.2: N,N-dimethylethanolamine / methanol; tetrahydrofuran / Heating

10.1: Huenig's base / CH₂Cl₂ / -78 °C

11.1: pyridine / CH₂Cl₂ / 0.5 h / 0 °C

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; borane-THF; hydrogen; pyridinium hydrobromide perbromide; sodium carbonate; benzotriazol-1-ol; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; lithium chloride; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; chloroform; ethyl acetate; N,N-dimethyl-formamide; toluene; 2.1: modified Suzuki reaction;

DOI:10.1016/S0960-894X(00)00708-3

upstream raw materials:

bis(trichloromethyl) carbonate

ethylamine

[4-(4-benzyloxyphenyl)-butyl]-[2-[2-(3,5-dimethylphenyl)-5-hydroxy-1H-indol-3-yl]ethyl]carbamic acid benzyl ester

4-(4-hydroxyphenyl)butanoic acid

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