tert-butyl 1-(2-tert-butoxy-2-oxoethyl)-8-(3-cyano-4-isopropoxybenzyloxy)-3,4-dihydropyrazino[1,2-a]indole-2(1H)-carboxylate

Base Information

• Chemical Name: tert-butyl 1-(2-tert-butoxy-2-oxoethyl)-8-(3-cyano-4-isopropoxybenzyloxy)-3,4-dihydropyrazino[1,2-a]indole-2(1H)-carboxylate
• CAS No.: 1262008-65-0
• Molecular Formula: C₃₃H₄₁N₃O₆
• Molecular Weight: 575.705
• Mol file: 1262008-65-0.mol

Synonyms:tert-butyl 1-(2-tert-butoxy-2-oxoethyl)-8-(3-cyano-4-isopropoxybenzyloxy)-3,4-dihydropyrazino[1,2-a]indole-2(1H)-carboxylate

Chemical Property of tert-butyl 1-(2-tert-butoxy-2-oxoethyl)-8-(3-cyano-4-isopropoxybenzyloxy)-3,4-dihydropyrazino[1,2-a]indole-2(1H)-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 1-(2-tert-butoxy-2-oxoethyl)-8-(3-cyano-4-isopropoxybenzyloxy)-3,4-dihydropyrazino[1,2-a]indole-2(1H)-carboxylate

There total 7 articles about tert-butyl 1-(2-tert-butoxy-2-oxoethyl)-8-(3-cyano-4-isopropoxybenzyloxy)-3,4-dihydropyrazino[1,2-a]indole-2(1H)-carboxylate 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:

5-(chloromethyl)-2-isopropoxybenzonitrile (1206124-23-3) + tert-butyl 1-(2-tert-butoxy-2-oxoethyl)-8-hydroxy-3,4-dihydropyrazino[1,2-a]indole-2(1H)-carboxylate (1262008-64-9) → tert-butyl 1-(2-tert-butoxy-2-oxoethyl)-8-(3-cyano-4-isopropoxybenzyloxy)-3,4-dihydropyrazino[1,2-a]indole-2(1H)-carboxylate (1262008-65-0)

Guidance literature:

With caesium carbonate; In ISOPROPYLAMIDE; at 65 ℃; for 2.5h; microwave irradiation;

Reference yield:

tert-butyl 3-(5-(benzyloxy)-1-(2-hydroxyethyl)-1H-indol-2-yl)acrylate (1262008-98-9) → tert-butyl 1-(2-tert-butoxy-2-oxoethyl)-8-(3-cyano-4-isopropoxybenzyloxy)-3,4-dihydropyrazino[1,2-a]indole-2(1H)-carboxylate (1262008-65-0)

Guidance literature:

Multi-step reaction with 5 steps

1: dmap / dichloromethane / 0.5 h / 0 °C

2: ammonia / 1,4-dioxane; methanol / 18 h / 80 °C / sealed tube

3: tetrahydrofuran / 3 h / 20 °C

4: ammonium formate / 20 % Pd(OH)2/C / tetrahydrofuran; methanol / 60 °C / sealed tube

5: caesium carbonate / ISOPROPYLAMIDE / 2.5 h / 65 °C / microwave irradiation

With dmap; ammonia; ammonium formate; caesium carbonate; 20 % Pd(OH)2/C; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; ISOPROPYLAMIDE;

Reference yield:

tert-butyl 3-(5-(benzyloxy)-1-(2-(methylsulfonyloxy)ethyI)-1H-indol-2-yl)acrylate → tert-butyl 1-(2-tert-butoxy-2-oxoethyl)-8-(3-cyano-4-isopropoxybenzyloxy)-3,4-dihydropyrazino[1,2-a]indole-2(1H)-carboxylate (1262008-65-0)

Guidance literature:

Multi-step reaction with 4 steps

1: ammonia / 1,4-dioxane; methanol / 18 h / 80 °C / sealed tube

2: tetrahydrofuran / 3 h / 20 °C

3: ammonium formate / 20 % Pd(OH)2/C / tetrahydrofuran; methanol / 60 °C / sealed tube

4: caesium carbonate / ISOPROPYLAMIDE / 2.5 h / 65 °C / microwave irradiation

With ammonia; ammonium formate; caesium carbonate; 20 % Pd(OH)2/C; In tetrahydrofuran; 1,4-dioxane; methanol; ISOPROPYLAMIDE;

upstream raw materials:

5-(chloromethyl)-2-isopropoxybenzonitrile

tert-butyl 1-(2-tert-butoxy-2-oxoethyl)-8-hydroxy-3,4-dihydropyrazino[1,2-a]indole-2(1H)-carboxylate

tert-butyl 3-(5-(benzyloxy)-1-(2-hydroxyethyl)-1H-indol-2-yl)acrylate

tert-butyl 2-(8-(benzyloxy)-1,2,3,4-tetrahydropyrazino[1,2-a]indol-1-yl)acetate

Downstream raw materials:

tert-butyl 1-(2-tert-butoxy-2-oxoethyl)-8-(3-cyano-4-isopropoxybenzyloxy)-10-iodo-3,4-dihydropyrazino[1,2-a]indole-2(1H)-carboxylate