tert-butyl 4-[3-(benzyloxy)propyl]-1-(3-fluoro-4-methoxybenzyl)-3-{[(trifluoromethyl)sulfonyl]oxy}-9H-β-carboline-9-carboxylate

Base Information

• Chemical Name: tert-butyl 4-[3-(benzyloxy)propyl]-1-(3-fluoro-4-methoxybenzyl)-3-{[(trifluoromethyl)sulfonyl]oxy}-9H-β-carboline-9-carboxylate
• CAS No.: 1265774-33-1
• Molecular Formula: C₃₅H₃₄F₄N₂O₇S
• Molecular Weight: 702.724
• Mol file: 1265774-33-1.mol

Synonyms:tert-butyl 4-[3-(benzyloxy)propyl]-1-(3-fluoro-4-methoxybenzyl)-3-{[(trifluoromethyl)sulfonyl]oxy}-9H-β-carboline-9-carboxylate

Chemical Property of tert-butyl 4-[3-(benzyloxy)propyl]-1-(3-fluoro-4-methoxybenzyl)-3-{[(trifluoromethyl)sulfonyl]oxy}-9H-β-carboline-9-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 4-[3-(benzyloxy)propyl]-1-(3-fluoro-4-methoxybenzyl)-3-{[(trifluoromethyl)sulfonyl]oxy}-9H-β-carboline-9-carboxylate

There total 8 articles about tert-butyl 4-[3-(benzyloxy)propyl]-1-(3-fluoro-4-methoxybenzyl)-3-{[(trifluoromethyl)sulfonyl]oxy}-9H-β-carboline-9-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) + 4-[3-(benzyloxy)propyl]-1-(3-fluoro-4-methoxybenzyl)-9H-β-carbolin-3-yl trifluoromethanesulfonate (1265774-29-5) → tert-butyl 4-[3-(benzyloxy)propyl]-1-(3-fluoro-4-methoxybenzyl)-3-{[(trifluoromethyl)sulfonyl]oxy}-9H-β-carboline-9-carboxylate (1265774-33-1)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 18h;

Reference yield:

ethyl 3-indoleacetate (778-82-5) → tert-butyl 4-[3-(benzyloxy)propyl]-1-(3-fluoro-4-methoxybenzyl)-3-{[(trifluoromethyl)sulfonyl]oxy}-9H-β-carboline-9-carboxylate (1265774-33-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: dmap; triethylamine / dichloromethane / 18 h / 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C / Inert atmosphere

2.2: 1.55 h / 20 - 30 °C

3.1: zinc(II) chloride / 1,1-dichloroethane; diethyl ether / 0.08 h / 0 °C / Inert atmosphere

3.2: 1.67 h / 0 - 20 °C

3.3: 0.5 h / 150 °C / sealed tube; microwave irradiation

4.1: pyridine / dichloromethane / 1.5 h / 0 °C

5.1: dmap; triethylamine / dichloromethane / 18 h / 20 °C

With pyridine; dmap; sodium hydride; triethylamine; zinc(II) chloride; In diethyl ether; 1,1-dichloroethane; dichloromethane; N,N-dimethyl-formamide; mineral oil;

Reference yield:

tert-butyl 3-(2-ethoxy-2-oxoethyl)-1H-indole-1-carboxylate (786647-50-5) → tert-butyl 4-[3-(benzyloxy)propyl]-1-(3-fluoro-4-methoxybenzyl)-3-{[(trifluoromethyl)sulfonyl]oxy}-9H-β-carboline-9-carboxylate (1265774-33-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C / Inert atmosphere

1.2: 1.55 h / 20 - 30 °C

2.1: zinc(II) chloride / 1,1-dichloroethane; diethyl ether / 0.08 h / 0 °C / Inert atmosphere

2.2: 1.67 h / 0 - 20 °C

2.3: 0.5 h / 150 °C / sealed tube; microwave irradiation

3.1: pyridine / dichloromethane / 1.5 h / 0 °C

4.1: dmap; triethylamine / dichloromethane / 18 h / 20 °C

With pyridine; dmap; sodium hydride; triethylamine; zinc(II) chloride; In diethyl ether; 1,1-dichloroethane; dichloromethane; N,N-dimethyl-formamide; mineral oil;

upstream raw materials:

di-tert-butyl dicarbonate

4-[3-(benzyloxy)propyl]-1-(3-fluoro-4-methoxybenzyl)-9H-β-carbolin-3-yl trifluoromethanesulfonate

ethyl 3-indoleacetate

tert-butyl 3-(2-ethoxy-2-oxoethyl)-1H-indole-1-carboxylate

Downstream raw materials:

tert-butyl 3-(benzylamino)-4-[3-(benzyloxy)propyl]-1-(3-fluoro-4-methoxybenzyl)-9H-β-carboline-9-carboxylate

3-[3-amino-1-(3-fluoro-4-methoxybenzyl)-9H-β-carbolin-4-yl]propan-1-ol

6-(3-fluoro-4-methoxybenzyl)-2,3,4,7-tetrahydro-1H-indolo[2,3-c][1,8]naphthyridine

4-(3-chloropropyl)-1-(3-fluoro-4-methoxybenzyl)-9H-β-carbolin-3-amine