2(1H)-Pyridinone, 5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-[[[(1,1-dimethylethyl)dimethylsil yl]oxy]methyl]-5,6-dihydro-1-[(4-methoxyphenyl)methyl]-, (5S,6S)-

Base Information

Chemical Name:2(1H)-Pyridinone, 5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-[[[(1,1-dimethylethyl)dimethylsil yl]oxy]methyl]-5,6-dihydro-1-[(4-methoxyphenyl)methyl]-, (5S,6S)-
CAS No.:874483-94-0
Molecular Formula:C26H45NO4Si2
Molecular Weight:491.819
Hs Code.:

2(1H)-Pyridinone,
5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-[[[(1,1-dimethylethyl)dimethylsil
yl]oxy]methyl]-5,6-dihydro-1-[(4-methoxyphenyl)methyl]-, (5S,6S)-

Synonyms:

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Chemical Property of 2(1H)-Pyridinone, 5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-[[[(1,1-dimethylethyl)dimethylsil yl]oxy]methyl]-5,6-dihydro-1-[(4-methoxyphenyl)methyl]-, (5S,6S)-

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Technology Process of 2(1H)-Pyridinone, 5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-[[[(1,1-dimethylethyl)dimethylsil yl]oxy]methyl]-5,6-dihydro-1-[(4-methoxyphenyl)methyl]-, (5S,6S)-

There total 4 articles about 2(1H)-Pyridinone, 5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-[[[(1,1-dimethylethyl)dimethylsil yl]oxy]methyl]-5,6-dihydro-1-[(4-methoxyphenyl)methyl]-, (5S,6S)- 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:

: 874483-86-0
6-benzyloxymethyl-5-(tert-butyl-dimethyl-silanyloxy)-6-hydroxy-1-(4-methoxy-benzyl)-piperidin-2-one

: 874483-94-0
(5S,6S)-5-(tert-butyldimethylsilyloxy)-6-[(tert-butyldimethylsilyloxy)methyl]-1-(4-methoxybenzyl)-5,6-dihydropiperidin-2(1H)-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 90 percent / H₂ / Pd/C / ethanol / 8 h / 20 °C / 760 Torr

2.1: 57 percent / BF₃*OEt₂; Et₃SiH / CH₂Cl₂ / -78 - 20 °C

3.1: 92 percent / imidazole; DMAP / dimethylformamide / 12 h / 20 °C

4.1: LDA / tetrahydrofuran / 1.5 h / -78 °C

4.2: tetrahydrofuran / 5 h / -78 °C

5.1: 45 mg / aq. H₂O₂ / CH₂Cl₂; H₂O / 2 h

With 1H-imidazole; triethylsilane; dmap; boron trifluoride diethyl etherate; hydrogen; dihydrogen peroxide; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2005.09.112

Reference yield:

: 874483-89-3
(5S,6S)-5-(tert-butyldimethylsilyloxy)-6-(hydroxymethyl)-1-(4-methoxybenzyl)piperidin-2-one

: 874483-94-0
(5S,6S)-5-(tert-butyldimethylsilyloxy)-6-[(tert-butyldimethylsilyloxy)methyl]-1-(4-methoxybenzyl)-5,6-dihydropiperidin-2(1H)-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 92 percent / imidazole; DMAP / dimethylformamide / 12 h / 20 °C

2.1: LDA / tetrahydrofuran / 1.5 h / -78 °C

2.2: tetrahydrofuran / 5 h / -78 °C

3.1: 45 mg / aq. H₂O₂ / CH₂Cl₂; H₂O / 2 h

With 1H-imidazole; dmap; dihydrogen peroxide; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2005.09.112

Reference yield:

: 874483-88-2
5-(tert-butyl-dimethyl-silanyloxy)-6-hydroxy-6-hydroxymethyl-1-(4-methoxy-benzyl)-piperidin-2-one

: 874483-94-0
(5S,6S)-5-(tert-butyldimethylsilyloxy)-6-[(tert-butyldimethylsilyloxy)methyl]-1-(4-methoxybenzyl)-5,6-dihydropiperidin-2(1H)-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 57 percent / BF₃*OEt₂; Et₃SiH / CH₂Cl₂ / -78 - 20 °C

2.1: 92 percent / imidazole; DMAP / dimethylformamide / 12 h / 20 °C

3.1: LDA / tetrahydrofuran / 1.5 h / -78 °C

3.2: tetrahydrofuran / 5 h / -78 °C

4.1: 45 mg / aq. H₂O₂ / CH₂Cl₂; H₂O / 2 h

With 1H-imidazole; triethylsilane; dmap; boron trifluoride diethyl etherate; dihydrogen peroxide; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2005.09.112