6-[(butoxycarbonyl)amino]-1-[2-methoxy-4-(1H-tetrazol-5-yl)benzyl]indole

Base Information

Chemical Name:6-[(butoxycarbonyl)amino]-1-[2-methoxy-4-(1H-tetrazol-5-yl)benzyl]indole
CAS No.:104437-51-6
Molecular Formula:C₂₂H₂₄N₆O₃
Molecular Weight:420.471
Hs Code.:

Synonyms:6-[(butoxycarbonyl)amino]-1-[2-methoxy-4-(1H-tetrazol-5-yl)benzyl]indole

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Chemical Property of 6-[(butoxycarbonyl)amino]-1-[2-methoxy-4-(1H-tetrazol-5-yl)benzyl]indole

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Technology Process of 6-[(butoxycarbonyl)amino]-1-[2-methoxy-4-(1H-tetrazol-5-yl)benzyl]indole

There total 7 articles about 6-[(butoxycarbonyl)amino]-1-[2-methoxy-4-(1H-tetrazol-5-yl)benzyl]indole 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: 54.0%

: 104436-67-1
6-amino-1-<2-methoxy-4-(1H-tetrazol-5-yl)benzyl>indole

: 592-34-7
carbonochloridic acid, butyl ester

: 104437-51-6
6-[(butoxycarbonyl)amino]-1-[2-methoxy-4-(1H-tetrazol-5-yl)benzyl]indole

Guidance literature:: With 2,6-dimethylpyridine; 1-methyl-pyrrolidin-2-one; In tetrahydrofuran; 1.) from 0 deg C to RT, 2 h, 2.) RT, 14 h;
DOI:10.1021/jm00171a018

Reference yield:

: 4769-96-4
6-nitroindole

: 104437-51-6
6-[(butoxycarbonyl)amino]-1-[2-methoxy-4-(1H-tetrazol-5-yl)benzyl]indole

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / K₂CO₃ / acetone / Heating

2: 86 percent / sodium azide, Et₃N*HCl, N-methylpyrrolidone (NMP) / 3.5 h / 150 °C

3: 100 percent / H₂, 6 M KOH / 10percent Pd/C / methanol / 2 h / 2587.7 Torr

4: 54 percent / 2,6-lutidine, N-methylpyrrolidone (NMP) / tetrahydrofuran / 1.) from 0 deg C to RT, 2 h, 2.) RT, 14 h

With 2,6-dimethylpyridine; 1-methyl-pyrrolidin-2-one; potassium hydroxide; sodium azide; hydrogen; triethylamine hydrochloride; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; acetone;
DOI:10.1021/jm00171a018

Reference yield:

: 7151-68-0
3-methoxy-p-toluic acid

: 104437-51-6
6-[(butoxycarbonyl)amino]-1-[2-methoxy-4-(1H-tetrazol-5-yl)benzyl]indole

Guidance literature:: Multi-step reaction with 6 steps

1: 60 percent / chlorosulfonyl isocyanate / CH₂Cl₂ / 0.75 h / Heating

2: 65 percent / N-bromosuccinimide (NBS), benzoyl peroxide / CCl₄ / 0.25 h / Heating; Irradiation

3: 90 percent / K₂CO₃ / acetone / Heating

4: 86 percent / sodium azide, Et₃N*HCl, N-methylpyrrolidone (NMP) / 3.5 h / 150 °C

5: 100 percent / H₂, 6 M KOH / 10percent Pd/C / methanol / 2 h / 2587.7 Torr

6: 54 percent / 2,6-lutidine, N-methylpyrrolidone (NMP) / tetrahydrofuran / 1.) from 0 deg C to RT, 2 h, 2.) RT, 14 h

With 2,6-dimethylpyridine; 1-methyl-pyrrolidin-2-one; potassium hydroxide; N-Bromosuccinimide; sodium azide; Perbenzoic acid; isocyanate de chlorosulfonyle; hydrogen; triethylamine hydrochloride; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; acetone;
DOI:10.1021/jm00171a018