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

Base Information

Chemical Name:(1S,2R,3R,5R,7R)-8-Methyl-2-phenyl-3-p-tolyl-7-p-tolylsulfanyl-8-aza-bicyclo[3.2.1]octane
CAS No.:208989-53-1
Molecular Formula:C₂₈H₃₁NS
Molecular Weight:413.627
Hs Code.:

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

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

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

There total 8 articles about (1S,2R,3R,5R,7R)-8-Methyl-2-phenyl-3-p-tolyl-7-p-tolylsulfanyl-8-aza-bicyclo[3.2.1]octane 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: 61.0%

: (1S,5R,7R,R_S)-2β-phenyl-3α-(p-tolyl)-7β-(p-tolylsulphinyl)tropane

: 208989-53-1
(1S,2R,3R,5R,7R)-8-Methyl-2-phenyl-3-p-tolyl-7-p-tolylsulfanyl-8-aza-bicyclo[3.2.1]octane

Guidance literature:: With phosphorus trichloride; In DMF (N,N-dimethyl-formamide); at 0 ℃; for 1h;

Reference yield: 61.0%

: 208989-23-5
(1S,5S,7R,R_S)-2β-phenyl-7β-(p-tolylsulfinyl)-3α-p-tolyltropane

: 208989-53-1
(1S,2R,3R,5R,7R)-8-Methyl-2-phenyl-3-p-tolyl-7-p-tolylsulfanyl-8-aza-bicyclo[3.2.1]octane

Guidance literature:: With phosphorus trichloride; In N,N-dimethyl-formamide; at 0 ℃; for 1h;
DOI:10.1021/jm9802564

Reference yield:

: 54828-68-1
(R)-p-tolyl vinyl sulfoxide

: 208989-53-1
(1S,2R,3R,5R,7R)-8-Methyl-2-phenyl-3-p-tolyl-7-p-tolylsulfanyl-8-aza-bicyclo[3.2.1]octane

Guidance literature:: Multi-step reaction with 6 steps

1: 45 percent / dioxane / 20 h / Heating

2: 1.) HMPA, CuBr*Me₂S, Me₃SiCl, 2.) potassium fluoride / 1.) Et₂O, THF, -78 deg C, 1 h, 2.) MeOH, RT, 5 min

3: 92 percent / LiAlH₄ / tetrahydrofuran; diethyl ether / 1 h / Ambient temperature

4: 1.) LDA / 1.) THF, hexane, -78 deg C, 5 min, 2.) THF, hexane, -78 deg C, 1 h

5: 50 percent / Bu₃SnH, AIBN / toluene / 1 h / 90 °C

6: 61 percent / PCl₃ / dimethylformamide / 1 h / 0 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium fluoride; lithium aluminium tetrahydride; chloro-trimethyl-silane; copper(I) bromide dimethylsulfide complex; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; lithium diisopropyl amide; phosphorus trichloride; In tetrahydrofuran; 1,4-dioxane; diethyl ether; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm9802564