diethyl 3-((4-methoxyphenyl)methyl)-9-[2-oxo-2-(3,4-dimethoxyphenyl)ethylidene]-3-azabicyclo[3.3.1]nonane-1,5-dicarboxylate

Base Information

Chemical Name:diethyl 3-((4-methoxyphenyl)methyl)-9-[2-oxo-2-(3,4-dimethoxyphenyl)ethylidene]-3-azabicyclo[3.3.1]nonane-1,5-dicarboxylate
CAS No.:697299-01-7
Molecular Formula:C₃₂H₃₉NO₈
Molecular Weight:565.664
Hs Code.:

Synonyms:diethyl 3-((4-methoxyphenyl)methyl)-9-[2-oxo-2-(3,4-dimethoxyphenyl)ethylidene]-3-azabicyclo[3.3.1]nonane-1,5-dicarboxylate

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Chemical Property of diethyl 3-((4-methoxyphenyl)methyl)-9-[2-oxo-2-(3,4-dimethoxyphenyl)ethylidene]-3-azabicyclo[3.3.1]nonane-1,5-dicarboxylate

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Technology Process of diethyl 3-((4-methoxyphenyl)methyl)-9-[2-oxo-2-(3,4-dimethoxyphenyl)ethylidene]-3-azabicyclo[3.3.1]nonane-1,5-dicarboxylate

There total 4 articles about diethyl 3-((4-methoxyphenyl)methyl)-9-[2-oxo-2-(3,4-dimethoxyphenyl)ethylidene]-3-azabicyclo[3.3.1]nonane-1,5-dicarboxylate 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: 89.0%

: diethyl 3-((4-methoxyphenyl)methyl)-9-exo-hydroxy-9-[2-(3,4-dimethoxyphenyl)ethynyl]-3-azabicyclo[3.3.1]nonane-1,5-dicarboxylate

: 697299-01-7
diethyl 3-((4-methoxyphenyl)methyl)-9-[2-oxo-2-(3,4-dimethoxyphenyl)ethylidene]-3-azabicyclo[3.3.1]nonane-1,5-dicarboxylate

Guidance literature:: With boron trifluoride diethyl etherate; trifluoroacetic acid; at 20 ℃; for 1h;
DOI:10.1016/j.tet.2005.02.013

Reference yield: 19.0%

: diethyl 3-((4-methoxyphenyl)methyl)-9-exo-hydroxy-9-[2-(3,4-dimethoxyphenyl)ethynyl]-3-azabicyclo[3.3.1]nonane-1,5-dicarboxylate

: 3-(3,4-dimethoxy-phenyl)-5-(4-methoxy-benzyl)-1-oxo-5,6,8,9-tetrahydro-1H,4H,7H-2-oxa-5-aza-phenalene-6a-carboxylic acid ethyl ester

: 697299-01-7
diethyl 3-((4-methoxyphenyl)methyl)-9-[2-oxo-2-(3,4-dimethoxyphenyl)ethylidene]-3-azabicyclo[3.3.1]nonane-1,5-dicarboxylate

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; trifluoroacetic acid; at 20 ℃; for 1h;
DOI:10.1016/j.tet.2005.02.013

Reference yield:

: 852050-65-8
diethyl 3-((4-methoxyphenyl)methyl)-9-oxo-3-azabicyclo[3.3.1]nonane-1,5-dicarboxylate

: 697299-01-7
diethyl 3-((4-methoxyphenyl)methyl)-9-[2-oxo-2-(3,4-dimethoxyphenyl)ethylidene]-3-azabicyclo[3.3.1]nonane-1,5-dicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: methylmagnesium bromide / tetrahydrofuran; toluene / 1.3 h / 20 °C

1.2: 71 percent / tetrahydrofuran; toluene / 2.5 h / -78 - 20 °C

2.1: 13 percent / trifluoroacetic acid; TMSOTf / 1 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; methylmagnesium bromide; trifluoroacetic acid; In tetrahydrofuran; toluene;
DOI:10.1016/j.tet.2005.02.013