2,4-bis-(tert-butyldimethylsilanyloxy)-3-[(R)-3-methyl-5-(pentyliden)tetrahydropyran-2-(R)-yl]-5-phenylpyridine

Base Information

Chemical Name:2,4-bis-(tert-butyldimethylsilanyloxy)-3-[(R)-3-methyl-5-(pentyliden)tetrahydropyran-2-(R)-yl]-5-phenylpyridine
CAS No.:792912-96-0
Molecular Formula:C₃₄H₅₅NO₃Si₂
Molecular Weight:581.987
Hs Code.:

Synonyms:2,4-bis-(tert-butyldimethylsilanyloxy)-3-[(R)-3-methyl-5-(pentyliden)tetrahydropyran-2-(R)-yl]-5-phenylpyridine

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Chemical Property of 2,4-bis-(tert-butyldimethylsilanyloxy)-3-[(R)-3-methyl-5-(pentyliden)tetrahydropyran-2-(R)-yl]-5-phenylpyridine

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Technology Process of 2,4-bis-(tert-butyldimethylsilanyloxy)-3-[(R)-3-methyl-5-(pentyliden)tetrahydropyran-2-(R)-yl]-5-phenylpyridine

There total 4 articles about 2,4-bis-(tert-butyldimethylsilanyloxy)-3-[(R)-3-methyl-5-(pentyliden)tetrahydropyran-2-(R)-yl]-5-phenylpyridine 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:

: 32265-03-5
6-chloro-4-hydroxy-5-phenyl(1H)-pyridin-2-one

: 792912-96-0
2,4-bis-(tert-butyldimethylsilanyloxy)-3-[(R)-3-methyl-5-(pentyliden)tetrahydropyran-2-(R)-yl]-5-phenylpyridine

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / H₂ / Pd/C / ethanol / 60 °C / 760.05 Torr

2: 65 percent / 1(S),2(S)-[NHC(O)C₆H₄-o-PPh₂]2-cyclohexane; [(allyl)PdCl]2; Et₃N / dimethylformamide / 0.42 h

3: 78 percent / Et₃N / 18 h / 20 °C

4: CuBr*Me₂S / tetrahydrofuran; diethyl ether / 2 h / -70 °C

5: LiHMDS / 1,2-dimethoxy-ethane / -78 °C

With trans-1,2-(1S,2S)-1,2-diaminocyclohexane-N,N’-bis(2’-diphenylphosphinobenzoyl); copper(I) bromide dimethylsulfide complex; bis(η3-allyl-μ-chloropalladium(II)); hydrogen; triethylamine; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; ethanol; N,N-dimethyl-formamide; 5: Julia-Kocienski olefination;
DOI:10.1016/j.tet.2004.06.139

Reference yield:

: 203317-33-3
5-(pentane-1-sulfonyl)-1-phenyl-1H-1,2,3,4-tetrazole

: 648409-50-1
(R)-6-[2,4-bis-(tert-butyldimethylsilanyloxy]-5-phenylpyridin-3-yl)-(R)-5-methyltetrahydropyran-3-one

: 792912-96-0
2,4-bis-(tert-butyldimethylsilanyloxy)-3-[(R)-3-methyl-5-(pentyliden)tetrahydropyran-2-(R)-yl]-5-phenylpyridine

Guidance literature:: With lithium hexamethyldisilazane; In 1,2-dimethoxyethane; at -78 ℃;
DOI:10.1016/j.tet.2004.06.139

Reference yield:

: 648409-48-7
(4bS,8aS)-1-Phenyl-3,4b,8,8a-tetrahydro-5,9-dioxa-3-aza-fluorene-4,7-dione

: 792912-96-0
2,4-bis-(tert-butyldimethylsilanyloxy)-3-[(R)-3-methyl-5-(pentyliden)tetrahydropyran-2-(R)-yl]-5-phenylpyridine

Guidance literature:: Multi-step reaction with 3 steps

1: 78 percent / Et₃N / 18 h / 20 °C

2: CuBr*Me₂S / tetrahydrofuran; diethyl ether / 2 h / -70 °C

3: LiHMDS / 1,2-dimethoxy-ethane / -78 °C

With copper(I) bromide dimethylsulfide complex; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; 3: Julia-Kocienski olefination;
DOI:10.1016/j.tet.2004.06.139