8-(5-(benzyloxycarbonyl)-3-methyl-1H-indole-2-carboxamido)ethanaminium 2,2,2-trifluoroacetate

Base Information

Chemical Name:8-(5-(benzyloxycarbonyl)-3-methyl-1H-indole-2-carboxamido)ethanaminium 2,2,2-trifluoroacetate
CAS No.:1325676-54-7
Molecular Formula:C₂HF₃O₂*C₂₀H₂₁N₃O₃
Molecular Weight:465.429
Hs Code.:

Synonyms:8-(5-(benzyloxycarbonyl)-3-methyl-1H-indole-2-carboxamido)ethanaminium 2,2,2-trifluoroacetate

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Chemical Property of 8-(5-(benzyloxycarbonyl)-3-methyl-1H-indole-2-carboxamido)ethanaminium 2,2,2-trifluoroacetate

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Technology Process of 8-(5-(benzyloxycarbonyl)-3-methyl-1H-indole-2-carboxamido)ethanaminium 2,2,2-trifluoroacetate

There total 6 articles about 8-(5-(benzyloxycarbonyl)-3-methyl-1H-indole-2-carboxamido)ethanaminium 2,2,2-trifluoroacetate 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: 76.0%

: 57260-73-8
N-BOC-1,2-diaminoethane

: 1325676-50-3
5-(benzyloxycarbonyl)-3-methyl-1H-indole-2-carboxylic acid

: 76-05-1
trifluoroacetic acid

: 1325676-54-7
8-(5-(benzyloxycarbonyl)-3-methyl-1H-indole-2-carboxamido)ethanaminium 2,2,2-trifluoroacetate

Guidance literature:: 5-(benzyloxycarbonyl)-3-methyl-1H-indole-2-carboxylic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 0 ℃; for 1h;

N-BOC-1,2-diaminoethane; In N,N-dimethyl-formamide; at 0 - 20 ℃;

trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1016/j.bmc.2011.05.036

Reference yield:

: 1325676-47-8
benzyl 4-(bis(tert-butoxycarbonyl)amino)-3-iodobenzoate

: 1325676-54-7
8-(5-(benzyloxycarbonyl)-3-methyl-1H-indole-2-carboxamido)ethanaminium 2,2,2-trifluoroacetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: trifluoroacetic acid / dichloromethane / 4 h / 20 °C

1.2: pH 10 - 12

2.1: 1,4-diaza-bicyclo[2.2.2]octane; palladium diacetate / N,N-dimethyl-formamide / 16 h / 105 °C / Inert atmosphere

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 1 h / 0 °C

3.2: 0 - 20 °C

3.3: 2 h / 20 °C

With 1,4-diaza-bicyclo[2.2.2]octane; palladium diacetate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2011.05.036

Reference yield:

: 1325676-49-0
benzyl 4-amino-3-iodobenzoate

: 1325676-54-7
8-(5-(benzyloxycarbonyl)-3-methyl-1H-indole-2-carboxamido)ethanaminium 2,2,2-trifluoroacetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1,4-diaza-bicyclo[2.2.2]octane; palladium diacetate / N,N-dimethyl-formamide / 16 h / 105 °C / Inert atmosphere

2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 1 h / 0 °C

2.2: 0 - 20 °C

2.3: 2 h / 20 °C

With 1,4-diaza-bicyclo[2.2.2]octane; palladium diacetate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2011.05.036