(1S,3R,4R,5S,6R)-8-Methyl-4-phenyl-6-((R)-toluene-4-sulfinyl)-3-p-tolyl-8-aza-bicyclo[3.2.1]octan-2-ol

Base Information

Chemical Name:(1S,3R,4R,5S,6R)-8-Methyl-4-phenyl-6-((R)-toluene-4-sulfinyl)-3-p-tolyl-8-aza-bicyclo[3.2.1]octan-2-ol
CAS No.:218146-31-7
Molecular Formula:C₂₈H₃₁NO₂S
Molecular Weight:445.626
Hs Code.:

Synonyms:(1S,3R,4R,5S,6R)-8-Methyl-4-phenyl-6-((R)-toluene-4-sulfinyl)-3-p-tolyl-8-aza-bicyclo[3.2.1]octan-2-ol

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Chemical Property of (1S,3R,4R,5S,6R)-8-Methyl-4-phenyl-6-((R)-toluene-4-sulfinyl)-3-p-tolyl-8-aza-bicyclo[3.2.1]octan-2-ol

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Technology Process of (1S,3R,4R,5S,6R)-8-Methyl-4-phenyl-6-((R)-toluene-4-sulfinyl)-3-p-tolyl-8-aza-bicyclo[3.2.1]octan-2-ol

There total 4 articles about (1S,3R,4R,5S,6R)-8-Methyl-4-phenyl-6-((R)-toluene-4-sulfinyl)-3-p-tolyl-8-aza-bicyclo[3.2.1]octan-2-ol 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: 92.0%

: 208989-17-7
(1S,5S,6R,R_S)-N-methyl-4β-phenyl-6β-(p-tolylsulfinyl)-3α-p-tolyl-8-azabicyclo<3.2.1>octan-2-one

: 218146-31-7
(1S,3R,4R,5S,6R)-8-Methyl-4-phenyl-6-((R)-toluene-4-sulfinyl)-3-p-tolyl-8-aza-bicyclo[3.2.1]octan-2-ol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether; for 1h; Ambient temperature;
DOI:10.1021/jm9802564

Reference yield:

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

: 218146-31-7
(1S,3R,4R,5S,6R)-8-Methyl-4-phenyl-6-((R)-toluene-4-sulfinyl)-3-p-tolyl-8-aza-bicyclo[3.2.1]octan-2-ol

Guidance literature:: Multi-step reaction with 3 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

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium fluoride; lithium aluminium tetrahydride; chloro-trimethyl-silane; copper(I) bromide dimethylsulfide complex; In tetrahydrofuran; 1,4-dioxane; diethyl ether;
DOI:10.1021/jm9802564

Reference yield:

: 208989-08-6
1-methyl-4-p-tolyl-3-pyridiniumolate

: 218146-31-7
(1S,3R,4R,5S,6R)-8-Methyl-4-phenyl-6-((R)-toluene-4-sulfinyl)-3-p-tolyl-8-aza-bicyclo[3.2.1]octan-2-ol

Guidance literature:: Multi-step reaction with 3 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

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium fluoride; lithium aluminium tetrahydride; chloro-trimethyl-silane; copper(I) bromide dimethylsulfide complex; In tetrahydrofuran; 1,4-dioxane; diethyl ether;
DOI:10.1021/jm9802564