(1S,5S,6R,R_S)-N-methyl-6-(p-tolylsulfinyl)-3-p-tolyl-8-azabicyclo<3.2.1>oct-3-en-2-one

Base Information

• Chemical Name: (1S,5S,6R,R_S)-N-methyl-6-(p-tolylsulfinyl)-3-p-tolyl-8-azabicyclo<3.2.1>oct-3-en-2-one
• CAS No.: 208989-13-3
• Molecular Formula: C₂₂H₂₃NO₂S
• Molecular Weight: 365.496

Synonyms:(1S,5S,6R,R_S)-N-methyl-6-(p-tolylsulfinyl)-3-p-tolyl-8-azabicyclo<3.2.1>oct-3-en-2-one

Chemical Property of (1S,5S,6R,R_S)-N-methyl-6-(p-tolylsulfinyl)-3-p-tolyl-8-azabicyclo<3.2.1>oct-3-en-2-one

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Technology Process of (1S,5S,6R,R_S)-N-methyl-6-(p-tolylsulfinyl)-3-p-tolyl-8-azabicyclo<3.2.1>oct-3-en-2-one

There total 2 articles about (1S,5S,6R,R_S)-N-methyl-6-(p-tolylsulfinyl)-3-p-tolyl-8-azabicyclo<3.2.1>oct-3-en-2-one 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: 45.0%

(R)-p-tolyl vinyl sulfoxide (54828-68-1) + 1-methyl-4-p-tolyl-3-pyridiniumolate (208989-08-6) → (1S,5S,6R,RS)-N-methyl-6-(p-tolylsulfinyl)-3-p-tolyl-8-azabicyclo<3.2.1>oct-3-en-2-one (208989-13-3)

Guidance literature:

In 1,4-dioxane; for 20h; Heating;

DOI:10.1021/jm9802564

Reference yield:

(S)-(-)-p-tolyl vinyl sulfoxide (27328-17-2) + 1-methyl-4-p-tolyl-3-pyridiniumolate (208989-08-6) → (1S,5S,6R,RS)-N-methyl-6-(p-tolylsulfinyl)-3-p-tolyl-8-azabicyclo<3.2.1>oct-3-en-2-one (208989-13-3)

Guidance literature:

In 1,4-dioxane; for 20h; Heating / reflux;

Reference yield:

chloro-trimethyl-silane (75-77-4) + phenylmagnesium bromide (100-58-3) + (1S,5S,6R,RS)-N-methyl-6-(p-tolylsulfinyl)-3-p-tolyl-8-azabicyclo<3.2.1>oct-3-en-2-one (208989-13-3) → C25H33NO2SSi

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; copper(I) bromide dimethylsulfide complex; In tetrahydrofuran; diethyl ether; at -78 ℃; for 1h;

upstream raw materials:

(R)-p-tolyl vinyl sulfoxide

1-methyl-4-p-tolyl-3-pyridiniumolate

(S)-(-)-p-tolyl vinyl sulfoxide

Downstream raw materials:

(1S,5S,6R,R_S)-N-methyl-4β-phenyl-6β-(p-tolylsulfinyl)-3α-p-tolyl-8-azabicyclo<3.2.1>octan-2-one

(1R,5S)-2β-phenyl-3α-p-tolyltropane

(1S,2R,3R,5R,7R)-8-Methyl-2-phenyl-3-p-tolyl-7-p-tolylsulfanyl-8-aza-bicyclo[3.2.1]octane

(1S,5S,7R,R_S)-2β-phenyl-7β-(p-tolylsulfinyl)-3α-p-tolyltropane

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