methyl 2-(5-(4-fluorobenzyl)-7-methyl-6-oxo-9-(p-tolyl)-1,3,4,5,6,7-hexahydropyrano[3',4':4,5]pyrrolo[2,3-c]pyridin-8-yl)-2-hydroxyacetate

Base Information

Chemical Name:methyl 2-(5-(4-fluorobenzyl)-7-methyl-6-oxo-9-(p-tolyl)-1,3,4,5,6,7-hexahydropyrano[3',4':4,5]pyrrolo[2,3-c]pyridin-8-yl)-2-hydroxyacetate
CAS No.:1428795-22-5
Molecular Formula:C₂₈H₂₇FN₂O₅
Molecular Weight:490.531
Hs Code.:

Synonyms:methyl 2-(5-(4-fluorobenzyl)-7-methyl-6-oxo-9-(p-tolyl)-1,3,4,5,6,7-hexahydropyrano[3',4':4,5]pyrrolo[2,3-c]pyridin-8-yl)-2-hydroxyacetate

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Chemical Property of methyl 2-(5-(4-fluorobenzyl)-7-methyl-6-oxo-9-(p-tolyl)-1,3,4,5,6,7-hexahydropyrano[3',4':4,5]pyrrolo[2,3-c]pyridin-8-yl)-2-hydroxyacetate

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Technology Process of methyl 2-(5-(4-fluorobenzyl)-7-methyl-6-oxo-9-(p-tolyl)-1,3,4,5,6,7-hexahydropyrano[3',4':4,5]pyrrolo[2,3-c]pyridin-8-yl)-2-hydroxyacetate

There total 18 articles about methyl 2-(5-(4-fluorobenzyl)-7-methyl-6-oxo-9-(p-tolyl)-1,3,4,5,6,7-hexahydropyrano[3',4':4,5]pyrrolo[2,3-c]pyridin-8-yl)-2-hydroxyacetate 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:

: C₂₇H₂₅FN₂O₅

: 18107-18-1
diazomethyl-trimethyl-silane

: 1428795-22-5
methyl 2-(5-(4-fluorobenzyl)-7-methyl-6-oxo-9-(p-tolyl)-1,3,4,5,6,7-hexahydropyrano[3',4':4,5]pyrrolo[2,3-c]pyridin-8-yl)-2-hydroxyacetate

Guidance literature:: In methanol; diethyl ether; at 0 ℃;

Reference yield:

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

: 1428795-22-5
methyl 2-(5-(4-fluorobenzyl)-7-methyl-6-oxo-9-(p-tolyl)-1,3,4,5,6,7-hexahydropyrano[3',4':4,5]pyrrolo[2,3-c]pyridin-8-yl)-2-hydroxyacetate

Guidance literature:: Multi-step reaction with 16 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

6.1: triethylamine / dichloromethane / 0.25 h / Cooling with ice

7.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,4-dioxane / 2 h / 80 °C / Inert atmosphere

8.1: lithium hydroxide; methanol / tetrahydrofuran / 18 h / 80 °C / Reflux

8.2: 20 °C

9.1: oxalyl dichloride; N,N-dimethyl-formamide / tetrahydrofuran / 0.25 h

10.1: sodium tetrahydroborate / 1,2-dimethoxyethane / 1 h / 20 °C / Cooling with ice

10.2: 0 °C

11.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 2 h / Cooling with ice

12.1: zinc(II) iodide / dichloromethane / 0.5 h

13.1: hydrogenchloride; water / methanol; 1,4-dioxane / 1 h / 0 °C

14.1: triethylamine; pyridinium p-toluenesulfonate / dichloromethane / 0.75 h

15.1: sodium hydroxide; ethanol / 18 h / 140 °C / Microwave irradiation; Sealed tube

15.2: pH < 2 / Cooling with ice

16.1: methanol; diethyl ether / 0 °C

With hydrogenchloride; methanol; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; ethanol; water; pyridinium p-toluenesulfonate; sodium hydride; sodium hydrogencarbonate; sodium carbonate; Dess-Martin periodane; triethylamine; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; HATU; trifluoroacetic anhydride; potassium hydroxide; sodium hydroxide; zinc(II) iodide; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

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

: 1428795-22-5
methyl 2-(5-(4-fluorobenzyl)-7-methyl-6-oxo-9-(p-tolyl)-1,3,4,5,6,7-hexahydropyrano[3',4':4,5]pyrrolo[2,3-c]pyridin-8-yl)-2-hydroxyacetate

Guidance literature:: Multi-step reaction with 17 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

7.1: triethylamine / dichloromethane / 0.25 h / Cooling with ice

8.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,4-dioxane / 2 h / 80 °C / Inert atmosphere

9.1: lithium hydroxide; methanol / tetrahydrofuran / 18 h / 80 °C / Reflux

9.2: 20 °C

10.1: oxalyl dichloride; N,N-dimethyl-formamide / tetrahydrofuran / 0.25 h

11.1: sodium tetrahydroborate / 1,2-dimethoxyethane / 1 h / 20 °C / Cooling with ice

11.2: 0 °C

12.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 2 h / Cooling with ice

13.1: zinc(II) iodide / dichloromethane / 0.5 h

14.1: hydrogenchloride; water / methanol; 1,4-dioxane / 1 h / 0 °C

15.1: triethylamine; pyridinium p-toluenesulfonate / dichloromethane / 0.75 h

16.1: sodium hydroxide; ethanol / 18 h / 140 °C / Microwave irradiation; Sealed tube

16.2: pH < 2 / Cooling with ice

17.1: methanol; diethyl ether / 0 °C

With hydrogenchloride; methanol; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; ethanol; water; pyridinium p-toluenesulfonate; sodium hydride; sodium hydrogencarbonate; sodium carbonate; caesium carbonate; Dess-Martin periodane; triethylamine; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; HATU; trifluoroacetic anhydride; potassium hydroxide; sodium hydroxide; zinc(II) iodide; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;