N,N-bis-(tert-butoxycarbonyl)-3-[1-(5-phenylethynyl-pyridine-3-carbonyl)-piperidin-4-yl]-benzylamine

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Chemical Name:N,N-bis-(tert-butoxycarbonyl)-3-[1-(5-phenylethynyl-pyridine-3-carbonyl)-piperidin-4-yl]-benzylamine
CAS No.:375853-67-1
Molecular Formula:C₃₆H₄₁N₃O₅
Molecular Weight:595.739
Hs Code.:

Synonyms:N,N-bis-(tert-butoxycarbonyl)-3-[1-(5-phenylethynyl-pyridine-3-carbonyl)-piperidin-4-yl]-benzylamine

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Chemical Property of N,N-bis-(tert-butoxycarbonyl)-3-[1-(5-phenylethynyl-pyridine-3-carbonyl)-piperidin-4-yl]-benzylamine

Chemical Property:

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Technology Process of N,N-bis-(tert-butoxycarbonyl)-3-[1-(5-phenylethynyl-pyridine-3-carbonyl)-piperidin-4-yl]-benzylamine

There total 7 articles about N,N-bis-(tert-butoxycarbonyl)-3-[1-(5-phenylethynyl-pyridine-3-carbonyl)-piperidin-4-yl]-benzylamine 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:

: 19099-93-5
benzyl 4-oxo-1-piperidinecarboxylate

: 375853-67-1
N,N-bis-(tert-butoxycarbonyl)-3-[1-(5-phenylethynyl-pyridine-3-carbonyl)-piperidin-4-yl]-benzylamine

Guidance literature:: Multi-step reaction with 5 steps

1: 11.34 g / LDA / tetrahydrofuran; cyclohexane / 3 h / 20 °C

2: 72 percent / [1,1'-bis-(diphenylphosphino)ferroceno]dichloropalladium(II); potassium acetate; 1,1'-bis-(diphenylphosphino)ferrocene / CH₂Cl₂; dioxane / 80 °C

3: 80 percent / [1,1'-bis-(diphenylphosphino)ferroceno]dichloropalladium(II); potassium carbonate / dimethylformamide; CH₂Cl₂ / 18 h / 80 °C

4: 80 percent / H₂ / Pd/C / ethanol / 20 °C

5: 0.25 g / O-(7-aza-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium PF₆; diisopropylethylamine / dimethylformamide / 20 °C

With 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; hydrogen; potassium acetate; potassium carbonate; N-ethyl-N,N-diisopropylamine; HATU; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; cyclohexane; N,N-dimethyl-formamide; 3: Suzuki coupling;
DOI:10.1016/j.bmc.2005.02.014

Reference yield:

: 375853-65-9
4-{3-[N,N-bis-(tert-butoxycarbonyl)aminomethyl]-phenyl}-piperidine

: 175203-69-7
5-(phenylethynyl)pyridine-3-carboxylic acid

: 200731-31-3,148893-10-1
HATU

: 375853-67-1
N,N-bis-(tert-butoxycarbonyl)-3-[1-(5-phenylethynyl-pyridine-3-carbonyl)-piperidin-4-yl]-benzylamine

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In N-methyl-acetamide;

Reference yield:

: 209899-59-2
tert-butyl N-[(3-bromophenyl)methyl]-N-[(tert-butoxy)carbonyl]carbamate

: 375853-67-1
N,N-bis-(tert-butoxycarbonyl)-3-[1-(5-phenylethynyl-pyridine-3-carbonyl)-piperidin-4-yl]-benzylamine

Guidance literature:: Multi-step reaction with 4 steps

1: 1.08 g / [1,1'-bis-(diphenylphosphino)ferroceno]dichloropalladium(II); potassium acetate / CH₂Cl₂; dimethylsulfoxide / 5 h / 80 °C

2: 0.9 g / [1,1'-bis-(diphenylphosphino)ferroceno]dichloropalladium(II); potassium carbonate / dimethylformamide; CH₂Cl₂ / 18 h / 80 °C

3: 80 percent / H₂ / Pd/C / ethanol / 20 °C

4: 0.25 g / O-(7-aza-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium PF₆; diisopropylethylamine / dimethylformamide / 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; hydrogen; potassium acetate; potassium carbonate; N-ethyl-N,N-diisopropylamine; HATU; palladium on activated charcoal; In ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 2: Suzuki coupling;
DOI:10.1016/j.bmc.2005.02.014