tert-butyl 6-(3-cyano-4-isopropoxybenzyloxy)-1-(2-methoxy-2-oxoethyl)-3,4-dihydro-1H-pyrido[3,4-b]indole-2(9H)-carboxylate

Base Information

• Chemical Name: tert-butyl 6-(3-cyano-4-isopropoxybenzyloxy)-1-(2-methoxy-2-oxoethyl)-3,4-dihydro-1H-pyrido[3,4-b]indole-2(9H)-carboxylate
• CAS No.: 1262007-90-8
• Molecular Formula: C₃₀H₃₅N₃O₆
• Molecular Weight: 533.624
• Mol file: 1262007-90-8.mol

Synonyms:tert-butyl 6-(3-cyano-4-isopropoxybenzyloxy)-1-(2-methoxy-2-oxoethyl)-3,4-dihydro-1H-pyrido[3,4-b]indole-2(9H)-carboxylate

Chemical Property of tert-butyl 6-(3-cyano-4-isopropoxybenzyloxy)-1-(2-methoxy-2-oxoethyl)-3,4-dihydro-1H-pyrido[3,4-b]indole-2(9H)-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 6-(3-cyano-4-isopropoxybenzyloxy)-1-(2-methoxy-2-oxoethyl)-3,4-dihydro-1H-pyrido[3,4-b]indole-2(9H)-carboxylate

There total 5 articles about tert-butyl 6-(3-cyano-4-isopropoxybenzyloxy)-1-(2-methoxy-2-oxoethyl)-3,4-dihydro-1H-pyrido[3,4-b]indole-2(9H)-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 6-hydroxy-1-(2-methoxy-2-oxoethyl)-3,4-dihydro-1H-pyrido[3,4-b]indole-2(9H)-carboxylate (1262007-89-5) → tert-butyl 6-(3-cyano-4-isopropoxybenzyloxy)-1-(2-methoxy-2-oxoethyl)-3,4-dihydro-1H-pyrido[3,4-b]indole-2(9H)-carboxylate (1262007-90-8)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield:

5-benzyloxytryptamine hydrochloride (52055-23-9) → tert-butyl 6-(3-cyano-4-isopropoxybenzyloxy)-1-(2-methoxy-2-oxoethyl)-3,4-dihydro-1H-pyrido[3,4-b]indole-2(9H)-carboxylate (1262007-90-8)

Guidance literature:

Multi-step reaction with 4 steps

1: trifluoroacetic acid; water / methanol / 80 °C

2: hydrogen / 10% palladium on activated charcoal / tetrahydrofuran; methanol / 1 h / 20 °C

3: triethylamine / 1,4-dioxane / 2 h / 20 °C

4: caesium carbonate / N,N-dimethyl-formamide / 20 °C

With water; hydrogen; caesium carbonate; triethylamine; trifluoroacetic acid; 10% palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; N,N-dimethyl-formamide;

Reference yield:

methyl 2-(6-(benzyloxy)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)acetate (1262007-84-0) → tert-butyl 6-(3-cyano-4-isopropoxybenzyloxy)-1-(2-methoxy-2-oxoethyl)-3,4-dihydro-1H-pyrido[3,4-b]indole-2(9H)-carboxylate (1262007-90-8)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogen / 10% palladium on activated charcoal / tetrahydrofuran; methanol / 1 h / 20 °C

2: triethylamine / 1,4-dioxane / 2 h / 20 °C

3: caesium carbonate / N,N-dimethyl-formamide / 20 °C

With hydrogen; caesium carbonate; triethylamine; 10% palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; N,N-dimethyl-formamide;

upstream raw materials:

5-benzyloxytryptamine hydrochloride

5-(chloromethyl)-2-isopropoxybenzonitrile

tert-butyl 6-hydroxy-1-(2-methoxy-2-oxoethyl)-3,4-dihydro-1H-pyrido[3,4-b]indole-2(9H)-carboxylate

methyl 2-(6-(benzyloxy)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)acetate

Downstream raw materials:

methyl 2-(6-(3-cyano-4-isopropoxybenzyloxy)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)acetate 2,2,2-trifluoroacetate

2-(6-(3-cyano-4-isopropoxybenzyloxy)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)acetic acid

(S)-2-(6-(3-cyano-4-isopropoxybenzyloxy)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)acetic acid

(R)-2-(6-(3-cyano-4-isopropoxybenzyloxy)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)acetic acid