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

Base Information

• Chemical Name: tert-butyl 6-(benzyloxy)-1-(2-methoxy-2-oxoethyl)-3,4-dihydro-1H-pyrido[3,4-b]indole-2(9H)-carboxylate
• CAS No.: 1262007-96-4
• Molecular Formula: C₂₆H₃₀N₂O₅
• Molecular Weight: 450.535
• Mol file: 1262007-96-4.mol

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

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

There total 2 articles about tert-butyl 6-(benzyloxy)-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:

di-tert-butyl dicarbonate (24424-99-5) + methyl 2-(6-(benzyloxy)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)acetate (1262007-84-0) → tert-butyl 6-(benzyloxy)-1-(2-methoxy-2-oxoethyl)-3,4-dihydro-1H-pyrido[3,4-b]indole-2(9H)-carboxylate (1262007-96-4)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 1h;

Reference yield:

5-benzyloxytryptamine hydrochloride (52055-23-9) → tert-butyl 6-(benzyloxy)-1-(2-methoxy-2-oxoethyl)-3,4-dihydro-1H-pyrido[3,4-b]indole-2(9H)-carboxylate (1262007-96-4)

Guidance literature:

Multi-step reaction with 2 steps

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

2: triethylamine / tetrahydrofuran / 1 h / 20 °C

With water; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol;

Reference yield:

tert-butyl 6-(benzyloxy)-1-(2-methoxy-2-oxoethyl)-3,4-dihydro-1H-pyrido[3,4-b]indole-2(9H)-carboxylate (1262007-96-4) → 2-(6-(4-chloro-3-(trifluoromethyl)benzyloxy)-2,3,4,9-tetrahydro-1h-pyrido[3,4-b]indol-1-yl)acetic acid hydrochloride

Guidance literature:

Multi-step reaction with 4 steps

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

2: caesium carbonate / 72 h / 20 °C

3: hydrogenchloride / 1,4-dioxane / 20 °C

4: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 3 h / 20 °C

With hydrogenchloride; lithium hydroxide monohydrate; water; hydrogen; caesium carbonate; 10% palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol;

upstream raw materials:

di-tert-butyl dicarbonate

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

5-benzyloxytryptamine hydrochloride

Downstream raw materials:

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

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

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

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