N-[4-(4-{1-[(tert-butyl-dimethyl-silanyloxy)-acetyl]-piperidin-4-yl}-phenyl)-5-oxo-5H-isoxazol-2-ylmethyl]-acetamide

Base Information

Chemical Name:N-[4-(4-{1-[(tert-butyl-dimethyl-silanyloxy)-acetyl]-piperidin-4-yl}-phenyl)-5-oxo-5H-isoxazol-2-ylmethyl]-acetamide
CAS No.:859169-25-8
Molecular Formula:C₂₅H₃₇N₃O₅Si
Molecular Weight:487.671
Hs Code.:

<i>N</i>-[4-(4-{1-[(<i>tert</i>-butyl-dimethyl-silanyloxy)-acetyl]-piperidin-4-yl}-phenyl)-5-oxo-5<i>H</i>-isoxazol-2-ylmethyl]-acetamide

Synonyms:N-[4-(4-{1-[(tert-butyl-dimethyl-silanyloxy)-acetyl]-piperidin-4-yl}-phenyl)-5-oxo-5H-isoxazol-2-ylmethyl]-acetamide

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Chemical Property of N-[4-(4-{1-[(tert-butyl-dimethyl-silanyloxy)-acetyl]-piperidin-4-yl}-phenyl)-5-oxo-5H-isoxazol-2-ylmethyl]-acetamide

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Technology Process of N-[4-(4-{1-[(tert-butyl-dimethyl-silanyloxy)-acetyl]-piperidin-4-yl}-phenyl)-5-oxo-5H-isoxazol-2-ylmethyl]-acetamide

There total 7 articles about N-[4-(4-{1-[(tert-butyl-dimethyl-silanyloxy)-acetyl]-piperidin-4-yl}-phenyl)-5-oxo-5H-isoxazol-2-ylmethyl]-acetamide 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: 79.0%

: 859169-16-7
N-[5-oxo-4-(4-piperidin-4-yl-phenyl)-5H-isoxazol-2-ylmethyl]-acetamide

: 78826-45-6
2-((tert-butyldimethylsilyl)oxy)acetyl chloride

: 859169-25-8
N-[4-(4-{1-[(tert-butyl-dimethyl-silanyloxy)-acetyl]-piperidin-4-yl}-phenyl)-5-oxo-5H-isoxazol-2-ylmethyl]-acetamide

Guidance literature:: With triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2005.04.003

Reference yield:

: 859169-20-3
1-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-acetic acid ethyl ester

: 859169-25-8
N-[4-(4-{1-[(tert-butyl-dimethyl-silanyloxy)-acetyl]-piperidin-4-yl}-phenyl)-5-oxo-5H-isoxazol-2-ylmethyl]-acetamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 97 percent / PdCl₂(dppf); K₃PO₄ / dioxane / 80 °C

2.1: 96 percent / H₂ / Pd-C / ethanol / 1551.44 Torr

3.1: NaH

3.2: NH₂OH / methanol

4.1: K₂CO₃ / CH₂Cl₂

5.1: 89 percent / TFA / CH₂Cl₂

6.1: 79 percent / Et₃N / CH₂Cl₂; dimethylformamide

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; hydrogen; sodium hydride; potassium carbonate; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Suzuki cross-coupling;
DOI:10.1016/j.bmcl.2005.04.003

Reference yield:

: 1-[(2,2-dimethylpropanoyl)oxy]-1,2,3,6-tetrahydro-4-pyridinyl trifluoromethanesulfonate

: 859169-25-8
N-[4-(4-{1-[(tert-butyl-dimethyl-silanyloxy)-acetyl]-piperidin-4-yl}-phenyl)-5-oxo-5H-isoxazol-2-ylmethyl]-acetamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 97 percent / PdCl₂(dppf); K₃PO₄ / dioxane / 80 °C

2.1: 96 percent / H₂ / Pd-C / ethanol / 1551.44 Torr

3.1: NaH

3.2: NH₂OH / methanol

4.1: K₂CO₃ / CH₂Cl₂

5.1: 89 percent / TFA / CH₂Cl₂

6.1: 79 percent / Et₃N / CH₂Cl₂; dimethylformamide

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; hydrogen; sodium hydride; potassium carbonate; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Suzuki cross-coupling;
DOI:10.1016/j.bmcl.2005.04.003