methyl 4-methoxy-2-(4'-methylbenzenesulfonyl)-3-oxo-2-azabicyclo<2.2.2>oct-7-ene-5-endo-carboxylate

Base Information

Chemical Name:methyl 4-methoxy-2-(4'-methylbenzenesulfonyl)-3-oxo-2-azabicyclo<2.2.2>oct-7-ene-5-endo-carboxylate
CAS No.:141667-36-9
Molecular Formula:C₁₇H₁₉NO₆S
Molecular Weight:365.407
Hs Code.:

Synonyms:methyl 4-methoxy-2-(4'-methylbenzenesulfonyl)-3-oxo-2-azabicyclo<2.2.2>oct-7-ene-5-endo-carboxylate

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Chemical Property of methyl 4-methoxy-2-(4'-methylbenzenesulfonyl)-3-oxo-2-azabicyclo<2.2.2>oct-7-ene-5-endo-carboxylate

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Technology Process of methyl 4-methoxy-2-(4'-methylbenzenesulfonyl)-3-oxo-2-azabicyclo<2.2.2>oct-7-ene-5-endo-carboxylate

There total 4 articles about methyl 4-methoxy-2-(4'-methylbenzenesulfonyl)-3-oxo-2-azabicyclo<2.2.2>oct-7-ene-5-endo-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: 35.0%

: 141667-29-0
3-Methoxy-1-(toluene-4-sulfonyl)-1H-pyridin-2-one

: 292638-85-8,9003-21-8,96-33-3
acrylic acid methyl ester

: 141667-36-9
methyl 4-methoxy-2-(4'-methylbenzenesulfonyl)-3-oxo-2-azabicyclo<2.2.2>oct-7-ene-5-endo-carboxylate

Guidance literature:: With barium carbonate; In dichloromethane; for 144h; under 7500600 Torr;
DOI:10.1021/jo00041a010

Reference yield:

: 141667-29-0
3-Methoxy-1-(toluene-4-sulfonyl)-1H-pyridin-2-one

: 292638-85-8,9003-21-8,96-33-3
acrylic acid methyl ester

: 141667-62-1
2-(p-toluenesulfonyloxy)-3-methoxy-pyridine

: 141667-36-9
methyl 4-methoxy-2-(4'-methylbenzenesulfonyl)-3-oxo-2-azabicyclo<2.2.2>oct-7-ene-5-endo-carboxylate

Guidance literature:: With 2,6-di-tert-butyl-4-methyl-phenol; In dichloromethane; at 130 ℃; for 64h; Title compound not separated from byproducts;
DOI:10.1021/jo00041a010

Reference yield:

: 20928-63-6
3-methoxy-1H-pyridin-2-one

: 141667-36-9
methyl 4-methoxy-2-(4'-methylbenzenesulfonyl)-3-oxo-2-azabicyclo<2.2.2>oct-7-ene-5-endo-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 1) MeLi / 1) THF, Et₂O, 0 deg C, 20 min, 2) THF, Et₂O, 16 h

2: BHT / CH₂Cl₂ / 64 h / 130 °C

With 2,6-di-tert-butyl-4-methyl-phenol; methyllithium; In dichloromethane;
DOI:10.1021/jo00041a010