ethyl 2-(2-(3,4-diethoxybenzyloxy)-6,7,8,9-tetrahydropyrido[1,2-a]indol-9-yl)acetate

Base Information

• Chemical Name: ethyl 2-(2-(3,4-diethoxybenzyloxy)-6,7,8,9-tetrahydropyrido[1,2-a]indol-9-yl)acetate
• CAS No.: 1215119-06-4
• Molecular Formula: C₂₇H₃₃NO₅
• Molecular Weight: 451.563
• Mol file: 1215119-06-4.mol

Synonyms:ethyl 2-(2-(3,4-diethoxybenzyloxy)-6,7,8,9-tetrahydropyrido[1,2-a]indol-9-yl)acetate

Chemical Property of ethyl 2-(2-(3,4-diethoxybenzyloxy)-6,7,8,9-tetrahydropyrido[1,2-a]indol-9-yl)acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 2-(2-(3,4-diethoxybenzyloxy)-6,7,8,9-tetrahydropyrido[1,2-a]indol-9-yl)acetate

There total 7 articles about ethyl 2-(2-(3,4-diethoxybenzyloxy)-6,7,8,9-tetrahydropyrido[1,2-a]indol-9-yl)acetate 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 2-(2-hydroxy-6,7,8,9-tetrahydropyrido[1,2-a]indol-9-yl)acetate (1215119-07-5) + 1,2-diethoxy-4-chloromethyl-benzene (27472-20-4) → ethyl 2-(2-(3,4-diethoxybenzyloxy)-6,7,8,9-tetrahydropyrido[1,2-a]indol-9-yl)acetate (1215119-06-4)

Guidance literature:

With caesium carbonate; In ISOPROPYLAMIDE; at 60 ℃; for 16h; Sealed vial;

Reference yield:

ethyl 2-(benzyloxy)-9-hydroxy-6,7-dihydropyrido[1,2-a]indole-8-carboxylate (1215119-18-8) → ethyl 2-(2-(3,4-diethoxybenzyloxy)-6,7,8,9-tetrahydropyrido[1,2-a]indol-9-yl)acetate (1215119-06-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: water; acetic acid / 0.17 h / 220 °C / Microwave irradiation

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 - 20 °C

2.2: 2 h / 65 °C

3.1: ammonium formate / 20 wt% Pd(OH)2/C / tetrahydrofuran; methanol / 5 h / Reflux; Inert atmosphere

4.1: caesium carbonate / ISOPROPYLAMIDE / 16 h / 60 °C / Sealed vial

With water; ammonium formate; sodium hydride; caesium carbonate; acetic acid; 20 wt% Pd(OH)2/C; In tetrahydrofuran; methanol; ISOPROPYLAMIDE; N,N-dimethyl-formamide; mineral oil;

Reference yield:

ethyl 5-(benzyloxy)-1-(4-ethoxy-4-oxobutyl)-1H-indole-2-carboxylate (1215119-17-7) → ethyl 2-(2-(3,4-diethoxybenzyloxy)-6,7,8,9-tetrahydropyrido[1,2-a]indol-9-yl)acetate (1215119-06-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C

2.1: water; acetic acid / 0.17 h / 220 °C / Microwave irradiation

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 - 20 °C

3.2: 2 h / 65 °C

4.1: ammonium formate / 20 wt% Pd(OH)2/C / tetrahydrofuran; methanol / 5 h / Reflux; Inert atmosphere

5.1: caesium carbonate / ISOPROPYLAMIDE / 16 h / 60 °C / Sealed vial

With potassium tert-butylate; water; ammonium formate; sodium hydride; caesium carbonate; acetic acid; 20 wt% Pd(OH)2/C; In tetrahydrofuran; methanol; ISOPROPYLAMIDE; N,N-dimethyl-formamide; mineral oil;

upstream raw materials:

ethyl 2-(2-hydroxy-6,7,8,9-tetrahydropyrido[1,2-a]indol-9-yl)acetate

1,2-diethoxy-4-chloromethyl-benzene

ethyl 2-(benzyloxy)-9-hydroxy-6,7-dihydropyrido[1,2-a]indole-8-carboxylate

ethyl 5-(benzyloxy)-1-(4-ethoxy-4-oxobutyl)-1H-indole-2-carboxylate

Downstream raw materials:

2-(2-(3,4-diethoxybenzyloxy)-6,7,8,9-tetrahydropyrido[1,2-a]indol-9-yl)acetic acid

Refernces

• 1、 -. "SUBSTITUTED TRICYCLIC ACID DERIVATIVES AS S1P1 RECEPTOR AGONISTS USEFUL IN THE TREATMENT OF AUTOIMMUNE AND INFLAMMATORY DISORDERS". Page/Page column 45. . Retrieved 2011/07/08.