(S)-tert-butyl (3-((6-bromo-2-((4-phenylbut-3-yn-2-yl)oxy)naphthalen-1-yl)ethynyl)pyridin-4-yl)carbamate

Base Information

Chemical Name:(S)-tert-butyl (3-((6-bromo-2-((4-phenylbut-3-yn-2-yl)oxy)naphthalen-1-yl)ethynyl)pyridin-4-yl)carbamate
CAS No.:1415011-17-4
Molecular Formula:C₃₂H₂₇BrN₂O₃
Molecular Weight:567.482
Hs Code.:

Synonyms:(S)-tert-butyl (3-((6-bromo-2-((4-phenylbut-3-yn-2-yl)oxy)naphthalen-1-yl)ethynyl)pyridin-4-yl)carbamate

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Chemical Property of (S)-tert-butyl (3-((6-bromo-2-((4-phenylbut-3-yn-2-yl)oxy)naphthalen-1-yl)ethynyl)pyridin-4-yl)carbamate

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Technology Process of (S)-tert-butyl (3-((6-bromo-2-((4-phenylbut-3-yn-2-yl)oxy)naphthalen-1-yl)ethynyl)pyridin-4-yl)carbamate

There total 7 articles about (S)-tert-butyl (3-((6-bromo-2-((4-phenylbut-3-yn-2-yl)oxy)naphthalen-1-yl)ethynyl)pyridin-4-yl)carbamate 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: 99.0%

: 1415011-16-3
(S)-6-bromo-1-ethynyl-2-((4-phenylbut-3-yn-2-yl)oxy)naphthalene

: 211029-67-3
(3-iodo-pyridin-4-yl)-carbamic acid tert-butyl ester

: 1415011-17-4
(S)-tert-butyl (3-((6-bromo-2-((4-phenylbut-3-yn-2-yl)oxy)naphthalen-1-yl)ethynyl)pyridin-4-yl)carbamate

Guidance literature:: (3-iodo-pyridin-4-yl)-carbamic acid tert-butyl ester; With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diisopropylamine; at 20 ℃; for 0.25h; Inert atmosphere;

(S)-6-bromo-1-ethynyl-2-((4-phenylbut-3-yn-2-yl)oxy)naphthalene; In toluene; at 20 ℃; for 24.5h;
DOI:10.1039/c2cc35583c

Reference yield:

: 102153-45-7
6-bromo-1-iodonaphthalen-2-ol

: 1415011-17-4
(S)-tert-butyl (3-((6-bromo-2-((4-phenylbut-3-yn-2-yl)oxy)naphthalen-1-yl)ethynyl)pyridin-4-yl)carbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: bis-triphenylphosphine-palladium(II) chloride; diisopropylamine; copper(l) iodide / 48 h / 25 °C

2.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 12 h / 0 - 20 °C / Inert atmosphere

3.1: potassium carbonate / methanol / 1 h / 20 °C

4.1: diisopropylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 0.25 h / 20 °C / Inert atmosphere

4.2: 24.5 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; di-isopropyl azodicarboxylate; potassium carbonate; diisopropylamine; triphenylphosphine; In tetrahydrofuran; methanol; 1.1: |Sonogashira Cross-Coupling / 2.1: |Mitsunobu Displacement / 4.1: |Sonogashira Cross-Coupling / 4.2: |Sonogashira Cross-Coupling;
DOI:10.1039/c2cc35583c

Reference yield:

: 1415011-14-1
6-bromo-1-((trimethylsilyl)ethynyl)naphthalen-2-ol

: 1415011-17-4
(S)-tert-butyl (3-((6-bromo-2-((4-phenylbut-3-yn-2-yl)oxy)naphthalen-1-yl)ethynyl)pyridin-4-yl)carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 12 h / 0 - 20 °C / Inert atmosphere

2.1: potassium carbonate / methanol / 1 h / 20 °C

3.1: diisopropylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 0.25 h / 20 °C / Inert atmosphere

3.2: 24.5 h / 20 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; di-isopropyl azodicarboxylate; potassium carbonate; diisopropylamine; triphenylphosphine; In tetrahydrofuran; methanol; 1.1: |Mitsunobu Displacement / 3.1: |Sonogashira Cross-Coupling / 3.2: |Sonogashira Cross-Coupling;
DOI:10.1039/c2cc35583c