tert-butyl 3-{2-bromo-6-[2-(benzyloxy)phenyl]-3-cyano-4-pyridinyl}-1-piperidinecarboxylate

Base Information

Chemical Name:tert-butyl 3-{2-bromo-6-[2-(benzyloxy)phenyl]-3-cyano-4-pyridinyl}-1-piperidinecarboxylate
CAS No.:406212-60-0
Molecular Formula:C₂₉H₃₀BrN₃O₃
Molecular Weight:548.479
Hs Code.:

Synonyms:tert-butyl 3-{2-bromo-6-[2-(benzyloxy)phenyl]-3-cyano-4-pyridinyl}-1-piperidinecarboxylate

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Chemical Property of tert-butyl 3-{2-bromo-6-[2-(benzyloxy)phenyl]-3-cyano-4-pyridinyl}-1-piperidinecarboxylate

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Technology Process of tert-butyl 3-{2-bromo-6-[2-(benzyloxy)phenyl]-3-cyano-4-pyridinyl}-1-piperidinecarboxylate

There total 7 articles about tert-butyl 3-{2-bromo-6-[2-(benzyloxy)phenyl]-3-cyano-4-pyridinyl}-1-piperidinecarboxylate 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: 45.0%

: 406212-53-1
tert-butyl 3-{2-amino-6-[2-(benzyloxy)phenyl]-3-cyano-4-pyridinyl}-1-piperidinecarboxylate

: 406212-60-0
tert-butyl 3-{2-bromo-6-[2-(benzyloxy)phenyl]-3-cyano-4-pyridinyl}-1-piperidinecarboxylate

Guidance literature:: With tert.-butylnitrite; copper(ll) bromide; In acetonitrile; at 65 ℃; for 2h;
DOI:10.1016/j.bmcl.2004.05.040

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 406212-60-0
tert-butyl 3-{2-bromo-6-[2-(benzyloxy)phenyl]-3-cyano-4-pyridinyl}-1-piperidinecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / aq. NaOH / dioxane / 12 h / 20 °C

2: 100 percent / PyBOP; Et₃N / CH₂Cl₂ / 12 h / 20 °C

3: LiAlH₄ / tetrahydrofuran / 0.5 h / -15 °C

4: 34 percent / NH₄OAc / toluene / 2 h / 150 °C

5: 45 percent / CuBr₂; t-butyl nitrite / acetonitrile / 2 h / 65 °C

With sodium hydroxide; lithium aluminium tetrahydride; tert.-butylnitrite; ammonium acetate; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine; copper(ll) bromide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; toluene; acetonitrile;
DOI:10.1016/j.bmcl.2004.05.040

Reference yield:

: 71381-75-4,88495-54-9,84358-12-3
N-(tert-butyloxycarbonyl)nipecotic acid

: 406212-60-0
tert-butyl 3-{2-bromo-6-[2-(benzyloxy)phenyl]-3-cyano-4-pyridinyl}-1-piperidinecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / PyBOP; Et₃N / CH₂Cl₂ / 12 h / 20 °C

2: LiAlH₄ / tetrahydrofuran / 0.5 h / -15 °C

3: 34 percent / NH₄OAc / toluene / 2 h / 150 °C

4: 45 percent / CuBr₂; t-butyl nitrite / acetonitrile / 2 h / 65 °C

With lithium aluminium tetrahydride; tert.-butylnitrite; ammonium acetate; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine; copper(ll) bromide; In tetrahydrofuran; dichloromethane; toluene; acetonitrile;
DOI:10.1016/j.bmcl.2004.05.040