methyl 5-(4-fluorobenzyl)-9-hydroxy-7-methyl-6-oxo-1,3,4,5,6,7-hexahydropyrano[3',4':4,5]pyrrolo[2,3-c]pyridine-8-carboxylate

Base Information

Chemical Name:methyl 5-(4-fluorobenzyl)-9-hydroxy-7-methyl-6-oxo-1,3,4,5,6,7-hexahydropyrano[3',4':4,5]pyrrolo[2,3-c]pyridine-8-carboxylate
CAS No.:1428795-15-6
Molecular Formula:C₂₀H₁₉FN₂O₅
Molecular Weight:386.38
Hs Code.:

Synonyms:methyl 5-(4-fluorobenzyl)-9-hydroxy-7-methyl-6-oxo-1,3,4,5,6,7-hexahydropyrano[3',4':4,5]pyrrolo[2,3-c]pyridine-8-carboxylate

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Chemical Property of methyl 5-(4-fluorobenzyl)-9-hydroxy-7-methyl-6-oxo-1,3,4,5,6,7-hexahydropyrano[3',4':4,5]pyrrolo[2,3-c]pyridine-8-carboxylate

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Technology Process of methyl 5-(4-fluorobenzyl)-9-hydroxy-7-methyl-6-oxo-1,3,4,5,6,7-hexahydropyrano[3',4':4,5]pyrrolo[2,3-c]pyridine-8-carboxylate

There total 7 articles about methyl 5-(4-fluorobenzyl)-9-hydroxy-7-methyl-6-oxo-1,3,4,5,6,7-hexahydropyrano[3',4':4,5]pyrrolo[2,3-c]pyridine-8-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: 86.0%

: 1428795-13-4
methyl 1-(4-fluorobenzyl)-2-((2-methoxy-2-oxoethyl)(methyl)carbamoyl)-1,4,6,7-tetrahydropyrano[4,3-b]pyrrole-3-carboxylate

: 1428795-15-6
methyl 5-(4-fluorobenzyl)-9-hydroxy-7-methyl-6-oxo-1,3,4,5,6,7-hexahydropyrano[3',4':4,5]pyrrolo[2,3-c]pyridine-8-carboxylate

Guidance literature:: methyl 1-(4-fluorobenzyl)-2-((2-methoxy-2-oxoethyl)(methyl)carbamoyl)-1,4,6,7-tetrahydropyrano[4,3-b]pyrrole-3-carboxylate; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 0.833333h; Cooling with ice;

With ammonium chloride; In Hexachlorobutadiene; N,N-dimethyl-formamide; at 0 ℃;

Reference yield:

: 1428795-10-1
dimethyl 1-(4-fluorobenzyl)-1,4,6,7-tetrahydropyrano[4,3-b]pyrrole-2,3-dicarboxylate

: 1428795-15-6
methyl 5-(4-fluorobenzyl)-9-hydroxy-7-methyl-6-oxo-1,3,4,5,6,7-hexahydropyrano[3',4':4,5]pyrrolo[2,3-c]pyridine-8-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium hydroxide; ethanol / 18 h / 90 °C

2.1: trifluoroacetic anhydride / dichloromethane / 2 h / 20 °C / Cooling with ice

3.1: 2 h / 90 °C / Reflux

4.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.33 h

5.1: sodium hydride / N,N-dimethyl-formamide / 0.83 h / 20 °C / Cooling with ice

5.2: 0 °C

With ethanol; sodium hydride; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic anhydride; potassium hydroxide; In dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 1428795-11-2
dimethyl 1,4,6,7-tetrahydropyrano[4,3-b]pyrrole-2,3-dicarboxylate

: 1428795-15-6
methyl 5-(4-fluorobenzyl)-9-hydroxy-7-methyl-6-oxo-1,3,4,5,6,7-hexahydropyrano[3',4':4,5]pyrrolo[2,3-c]pyridine-8-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 2 h

2.1: potassium hydroxide; ethanol / 18 h / 90 °C

3.1: trifluoroacetic anhydride / dichloromethane / 2 h / 20 °C / Cooling with ice

4.1: 2 h / 90 °C / Reflux

5.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.33 h

6.1: sodium hydride / N,N-dimethyl-formamide / 0.83 h / 20 °C / Cooling with ice

6.2: 0 °C

With ethanol; sodium hydride; caesium carbonate; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic anhydride; potassium hydroxide; In dichloromethane; N,N-dimethyl-formamide;