ethyl [(7R)-7-[[(4-fluorophenyl)sulfonyl](methyl)amino]-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]acetate

Base Information

• Chemical Name: ethyl [(7R)-7-[[(4-fluorophenyl)sulfonyl](methyl)amino]-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]acetate
• CAS No.: 1360470-79-6
• Molecular Formula: C₂₃H₂₅FN₂O₄S
• Molecular Weight: 444.527
• Mol file: 1360470-79-6.mol

Synonyms:ethyl [(7R)-7-[[(4-fluorophenyl)sulfonyl](methyl)amino]-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]acetate

Chemical Property of ethyl [(7R)-7-[[(4-fluorophenyl)sulfonyl](methyl)amino]-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl [(7R)-7-[[(4-fluorophenyl)sulfonyl](methyl)amino]-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]acetate

There total 9 articles about ethyl [(7R)-7-[[(4-fluorophenyl)sulfonyl](methyl)amino]-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-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: 96.0%

ethyl [(7R)-7-[[(4-fluorophenyl)sulfonyl]amino]-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]acetate (1360470-78-5) + methyl iodide (74-88-4) → ethyl [(7R)-7-[[(4-fluorophenyl)sulfonyl](methyl)amino]-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]acetate (1360470-79-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 2.08333h; Inert atmosphere;

DOI:10.1021/jo202620r

Reference yield:

ethyl 3-[3-(2-ethoxy-2-oxoethyl)-1H-indol-2-yl]propanoate (1360470-73-0) → ethyl [(7R)-7-[[(4-fluorophenyl)sulfonyl](methyl)amino]-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]acetate (1360470-79-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium tert-butylate / tetrahydrofuran / 2.33 h / 65 - 67 °C / Inert atmosphere

1.2: 3 h / 10 - 20 °C / Inert atmosphere

2.1: bis(1,5-cyclooctadiene)diiridium(I) dichloride / N,N-dimethyl-formamide / 7 h / 85 °C / Inert atmosphere

3.1: CDX-017 enzyme; pyridoxal 5'-phosphate / water; dimethyl sulfoxide / 52 h / 45 °C / pH 8.5 / Inert atmosphere; triethanolamine/isopropylamine buffer; Enzymatic reaction

3.2: 2 h / pH 6 / Inert atmosphere

4.1: sodium carbonate / Isopropyl acetate; water / 0.08 h / 20 °C / Inert atmosphere

4.2: 2 h / 20 °C / Inert atmosphere

5.1: potassium carbonate / N,N-dimethyl-formamide / 2.08 h / Inert atmosphere

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; CDX-017 enzyme; pyridoxal 5'-phosphate; potassium tert-butylate; sodium carbonate; potassium carbonate; In tetrahydrofuran; Isopropyl acetate; water; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1021/jo202620r

Reference yield:

4-oxopimelate (6317-49-3) → ethyl [(7R)-7-[[(4-fluorophenyl)sulfonyl](methyl)amino]-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]acetate (1360470-79-6)

Guidance literature:

Multi-step reaction with 7 steps

1.1: toluene / 16 h / Reflux; Inert atmosphere

2.1: sulfuric acid / 2.5 h / 90 - 92 °C / Inert atmosphere

2.2: 5 - 18 °C / pH 7 / Inert atmosphere

3.1: potassium tert-butylate / tetrahydrofuran / 2.33 h / 65 - 67 °C / Inert atmosphere

3.2: 3 h / 10 - 20 °C / Inert atmosphere

4.1: bis(1,5-cyclooctadiene)diiridium(I) dichloride / N,N-dimethyl-formamide / 7 h / 85 °C / Inert atmosphere

5.1: CDX-017 enzyme; pyridoxal 5'-phosphate / water; dimethyl sulfoxide / 52 h / 45 °C / pH 8.5 / Inert atmosphere; triethanolamine/isopropylamine buffer; Enzymatic reaction

5.2: 2 h / pH 6 / Inert atmosphere

6.1: sodium carbonate / Isopropyl acetate; water / 0.08 h / 20 °C / Inert atmosphere

6.2: 2 h / 20 °C / Inert atmosphere

7.1: potassium carbonate / N,N-dimethyl-formamide / 2.08 h / Inert atmosphere

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; sulfuric acid; CDX-017 enzyme; pyridoxal 5'-phosphate; potassium tert-butylate; sodium carbonate; potassium carbonate; In tetrahydrofuran; Isopropyl acetate; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo202620r

upstream raw materials:

ethyl 3-[3-(2-ethoxy-2-oxoethyl)-1H-indol-2-yl]propanoate

ethyl 3-(1-(2-(tert-butoxy)-2-oxoethyl)-3-(2-ethoxy-2-oxoethyl)-1H-indol-2-yl)propanoate

tert-butyl 10-(2-ethoxy-2-oxoethyl)-7-oxo-6,7,8,9-tetrahydropyrido[1,2-a]indole-6-carboxylate

ethyl (7-oxo-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl)-acetate

Downstream raw materials:

[3H]-MK-7246

Refernces